Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 29540-84-9 | MDL No. : | MFCD07784323 |
Formula : | C7H4ClF3O3S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NIIJLHLBNABUFL-UHFFFAOYSA-N |
M.W : | 260.62 | Pubchem ID : | 581424 |
Synonyms : |
|
Num. heavy atoms : | 15 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.14 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 6.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 47.1 |
TPSA : | 51.75 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.55 cm/s |
Log Po/w (iLOGP) : | 1.84 |
Log Po/w (XLOGP3) : | 3.3 |
Log Po/w (WLOGP) : | 4.91 |
Log Po/w (MLOGP) : | 2.52 |
Log Po/w (SILICOS-IT) : | 1.97 |
Consensus Log Po/w : | 2.91 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.63 |
Solubility : | 0.0607 mg/ml ; 0.000233 mol/l |
Class : | Soluble |
Log S (Ali) : | -4.06 |
Solubility : | 0.0226 mg/ml ; 0.0000866 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -3.57 |
Solubility : | 0.0703 mg/ml ; 0.00027 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 2.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 2.37 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | UN#: | N/A |
Hazard Statements: | H315-H319 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; DavePhos In N,N-dimethyl acetamide at 20℃; for 36h; Irradiation; Green chemistry; chemoselective reaction; | |
71% | With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; electrolytic reduction; | |
71% | With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 90℃; electrochemical reaction; |
With (2’,4’,6’-triisopropyl-[1,1’-biphenyl]-2-yl)-diphenylphosphine; bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate; tetrabutylammomium bromide; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 20℃; for 4h; Irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With pyridine In dichloromethane at 0 - 20℃; | |
98% | With dmap In dichloromethane | |
96% | With pyridine In dichloromethane at 0 - 20℃; |
96% | With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | |
96% | With pyridine In dichloromethane at 0 - 20℃; for 5h; Schlenk technique; Inert atmosphere; | |
96% | With pyridine In dichloromethane at -10 - 20℃; | |
95% | With pyridine at 0 - 20℃; for 22.25h; Inert atmosphere; | |
95% | With triethylamine In dichloromethane at 0℃; for 3.25h; | |
93% | With pyridine In dichloromethane at 20℃; for 1h; | |
93% | Stage #1: 4-chloro-phenol With triethylamine In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78 - 20℃; for 12h; Inert atmosphere; | |
91% | With pyridine at 0 - 20℃; for 22h; | |
89% | With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | |
84% | In dichloromethane at 0 - 20℃; for 1h; | |
82% | With pyridine In dichloromethane at 0 - 20℃; for 12h; Schlenk technique; Inert atmosphere; | |
80% | With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | |
80% | With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; | |
71% | With pyridine for 3.5h; | |
69% | With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | |
65% | With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; | |
65% | With pyridine In dichloromethane at 0 - 20℃; for 16h; Sealed tube; Inert atmosphere; | |
55.2% | With 2,6-dimethylpyridine In dichloromethane at 0℃; for 1h; | |
In pyridine for 1h; Ambient temperature; | ||
With triethylamine In dichloromethane | ||
With triethylamine In dichloromethane at 20℃; | ||
With triethylamine In dichloromethane at 0 - 20℃; | ||
With potassium phosphate In toluene at 20℃; for 0.5h; | ||
With potassium phosphate In water; toluene at 0 - 20℃; for 0.5h; | ||
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; Schlenk technique; | ||
With pyridine In dichloromethane at 20℃; | ||
With pyridine In dichloromethane at 0 - 25℃; for 12h; Inert atmosphere; | 2. Synthesis of starting materials. General procedure: Under N2 atmosphere, phenols and pyridine were dissolved in dry CH2Cl2, then, triflic anhydride was added slowly by syringe over 5 min at 0°C. Then the reaction mixture was allowed to be warmed up to 25°C and further stirred at 25°C for 12 h. After the reaction mixture was quenched with water, the aqueous layer was extracted with CH2Cl2 and the combined organic layer was dried over Na2SO4 and then filtrated. The products were purified by regular flash chromatography (petroleum ether/EtOAc mixtures).1 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With sodium carbonate In ethanol; water at 20℃; for 24h; | |
88% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIMes)Cl; water In tetrahydrofuran for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
55% | With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[9-(3-methyl-1H-imidazol-3-ium-1-yl)nonyl]-3H-1,2,3-triazol-1-ium diiodide; caesium carbonate In 1,4-dioxane Inert atmosphere; Heating; |
49% | With sodium carbonate; lithium chloride In ethanol; toluene at 95℃; for 5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIMes)Cl; water In tetrahydrofuran for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
90% | With potassium fluoride In tetrahydrofuran at 20℃; for 48h; | |
90% | With potassium fluoride; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 9.9.1 9.1. Comparison of 2-alkyl-3-(disubstituted phosphino)-1-alkyl-1H-indole skeleton phosphine ligand and other phosphine ligands in the catalytic chemical selective cross-coupling reaction General procedure: The palladium acetate (0.0018 g, 0.008 mmol), phosphine ligand (palladium: phosphine ligand ratio is 4.0 mol%: 4.0 mol%), o-methylphenylboronic acid (0.2 mmol), potassium fluoride (0.6 mmol) ), and a magnetic stir bar with a Teflon coating into a 20 ml Schlenk tube. After the nitrogen was evacuated 3 times, 4-chlorophenyl triflate (0.2 mmol) and freshly distilled tetrahydrofuran (0.6 mL) were added under nitrogen. The Schlenk tube was then placed at room temperature to react for 1 hour. Then ethyl acetate (4.0 ml), dodecane (45.2 μl) and water (2.0 ml) were added to the system, and then the extracted organic layer was analyzed by gas chromatography, and the yield of the coupling product was determined by detection. |
82% | With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); potassium hydroxide In water; acetonitrile at 20℃; for 2h; Inert atmosphere; | |
74% | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In acetonitrile at 20℃; for 48h; Inert atmosphere; | |
10% | With potassium fluoride; bis(di-tert-butylisopropylphosphine)palladium(0); di-tert-butylisopropylphosphine In tetrahydrofuran at 20℃; for 125h; Glovebox; Inert atmosphere; | |
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In tetrahydrofuran at 20℃; for 24h; | ||
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 48h; Glovebox; Inert atmosphere; | ||
81 %Chromat. | With potassium fluoride; methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) In water; acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
91 %Chromat. | With potassium fluoride; methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II); tetrabutylammomium bromide In tetrahydrofuran; water at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; potassium carbonate In lithium hydroxide monohydrate; toluene at 60℃; for 12h; Inert atmosphere; Sealed tube; | |
95% | With potassium fluoride In tetrahydrofuran at 20℃; for 24h; | |
93% | With potassium fluoride; palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In tetrahydrofuran at 110℃; for 2h; Schlenk technique; Inert atmosphere; | 9.9.1; 9.9.3 9.1. Comparison of 2-alkyl-3-(disubstituted phosphino)-1-alkyl-1H-indole skeleton phosphine ligand and other phosphine ligands in the catalytic chemical selective cross-coupling reaction General procedure: The palladium acetate (0.0018 g, 0.008 mmol), phosphine ligand (palladium: phosphine ligand ratio is 4.0 mol%: 4.0 mol%), o-methylphenylboronic acid (0.2 mmol), potassium fluoride (0.6 mmol) ), and a magnetic stir bar with a Teflon coating into a 20 ml Schlenk tube. After the nitrogen was evacuated 3 times, 4-chlorophenyl triflate (0.2 mmol) and freshly distilled tetrahydrofuran (0.6 mL) were added under nitrogen. The Schlenk tube was then placed at room temperature to react for 1 hour. Then ethyl acetate (4.0 ml), dodecane (45.2 μl) and water (2.0 ml) were added to the system, and then the extracted organic layer was analyzed by gas chromatography, and the yield of the coupling product was determined by detection. |
90% | With potassium fluoride; palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; | |
90% | With palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In tetrahydrofuran; <i>tert</i>-butyl alcohol at 110℃; for 2h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 9.9.2.1 9.2 Selective cross-coupling reaction catalyzed by the phosphine ligands of 2-alkyl-3-(disubstituted phosphino)-1-alkyl-1H-indole skeleton in the presence of different substrates General procedure: (1) Put palladium acetate (0.0023 g, 0.010 mmol), phosphine ligand (palladium: phosphine ligand ratio of 5.0 mol%: 10 mol%) and a magnetic stirring bar with a polytetrafluoroethylene coating into 50 ML Schlenk tube. After the nitrogen was pumped 3 times, freshly distilled tetrahydrofuran (25 ml) was added with nitrogen gas and stirred uniformly at room temperature for 1 minute. Put the PTFE-coated magnetic stirring rod into another 20 ml Schlenk tube, replace the system with nitrogen protection, then add the corresponding palladium metal complex solution, and then concentrate under reduced pressure. Add aryl boronic acid (0.2-0.3 mmol), polyhalogenated aryl triflate (0.2 mmol, if solid) and potassium fluoride (0.6 mmol) under nitrogen. After the nitrogen was pumped 3 times, polyhalogenated aryl triflate (0.2 mmol, if liquid) and freshly distilled tert-butanol or toluene (0.6 ml) were added under nitrogen. Then place the Schlenk tube in an oil bath at room temperature or preheated at 60°C or 110°C for 1.5-18 hours. The reaction formula is shown below. After the reaction was completed, the reaction tube was cooled to room temperature, the reaction was stopped, ethyl acetate (4.0 mL) and water (2.0 mL) were added to the system, and then the extracted organic layer was analyzed by gas chromatography. After that, about 10 ml of ethyl acetate was added in three to four times for extraction, and then the organic phases were combined. After the organic phase is concentrated under reduced pressure and purified by silica gel column chromatography, the cross-coupling product can be obtained. |
86% | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); di-tert-butylisopropylphosphine In tetrahydrofuran at 20℃; for 125h; Glovebox; Inert atmosphere; | |
83% | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 70℃; for 48h; Inert atmosphere; | |
80% | With di-μ-bromobis(tri-tert-butylphosphine)dipalladium(I); potassium hydroxide In tetrahydrofuran; lithium hydroxide monohydrate at 20℃; for 2h; Inert atmosphere; | |
75% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; lithium hydroxide monohydrate In toluene for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
52% | With potassium fluoride; P(t-Bu)3 Pd G4 In tetrahydrofuran; lithium hydroxide monohydrate at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 24h; | ||
87 %Chromat. | With potassium fluoride; P(t-Bu)3 Pd G4 In lithium hydroxide monohydrate; isopropanol at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With triethylamine In N,N-dimethyl-formamide at 60℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With caesium carbonate; tricyclohexylphosphine In tetrahydrofuran for 24h; Heating; | |
50% | With potassium carbonate In methanol Heating; | |
50% | With acetone; trifluoroacetic acid In water at 15℃; UV-irradiation; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 85℃; for 1h; | |
64% | With 1,3-bis-(diphenylphosphino)propane; triethylamine In N,N-dimethyl-formamide at 100℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | With tetra-(n-butyl)ammonium iodide; triethylamine In N,N-dimethyl-formamide at 100℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 60℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With pyridine; hydrogen In N,N-dimethyl-formamide at 80℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With potassium phosphate; triphenylphosphine In N,N-dimethyl-formamide at 90℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With 2,6-dimethylpyridine; triphenylphosphine; silver carbonate; palladium dichloride In 1-methyl-pyrrolidin-2-one at 130℃; for 16h; Inert atmosphere; | |
91% | With copper(I) oxide; 1,10-Phenanthroline; Tri(p-tolyl)phosphine; palladium(II) iodide In 1-methyl-pyrrolidin-2-one at 170℃; for 1h; | |
91% | With copper(I) oxide; 1,10-Phenanthroline; Tri(p-tolyl)phosphine; palladium(II) iodide In 1-methyl-pyrrolidin-2-one at 170℃; for 1h; Inert atmosphere; |
91% | With copper(I) oxide; 1,10-Phenanthroline; Tri(p-tolyl)phosphine; palladium(II) iodide In 1-methyl-pyrrolidin-2-one at 170℃; for 1h; Inert atmosphere; | |
91% | With copper(I) oxide; 1,10-Phenanthroline; Tri(p-tolyl)phosphine; palladium(II) iodide In 1-methyl-pyrrolidin-2-one at 170℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With potassium hexamethylsilazane; bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran; toluene at 70℃; for 0.5h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With 2,6-dimethylpyridine; triphenylphosphine; silver carbonate; palladium dichloride In 1-methyl-pyrrolidin-2-one at 50 - 130℃; for 0.166667h; Inert atmosphere; Microwave irradiation; | |
73% | With copper(I) oxide; 1,10-Phenanthroline; C6H4P(C6H5)2C4N2H2N(CH2)4; palladium(II) acetylacetonate In 1-methyl-pyrrolidin-2-one at 100℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With 2,6-dimethylpyridine; triphenylphosphine; silver carbonate; palladium dichloride In 1-methyl-pyrrolidin-2-one at 50 - 130℃; for 0.166667h; Inert atmosphere; Microwave irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | Stage #1: 4-chlorophenyl trifluoromethanesulfonate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine In tetrahydrofuran at 65℃; for 12h; Inert atmosphere; Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages; | 4.2. General procedure for the synthesis of boronic acids from the reaction of aryl iodides, bromides, or triflates with BH2N(iPr)2 in the presence of a palladium catalyst General procedure: Triphenylphosphene (0.131 g, 0.5 mmol, 20 mol %), p-iodoanisol (0.585 g, 2.5 mmol), and triethylamine (1.78 mL, 12.5 mmol) were added to a 50 mL round-bottomed flask equipped with a sidearm, condenser, and stir bar. This solution was then degassed by alternating vacuum and argon three times. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol %) was then added under positive argon pressure. After stirring at room temperature for 15 min, diisopropylaminoborane (5 mL, 1 M solution in THF, 5 mmol) was added and the reaction mixture was degassed again by alternating vacuum and argon three times. The reaction solution was then heated to reflux. After 12 h of reflux the reaction was cooled to 0 °C and 6 mL of methanol was added through the condenser slowly (Caution: exothermic reaction with evolution of hydrogen). After 15 min of stirring all the solvent was removed under reduced pressure to yield a black solid. This solid was dissolved with sodium hydroxide (3 M, 8 mL) and subsequently washed with hexanes (3×10 mL). The aqueous layer was then cooled to 0 °C (ice bath) and acidified to pH ≤1 with concentrated HCl, with the boronic acid usually precipitating out as a white solid. The aqueous fraction was then extracted with diethyl ether (3×10 mL). The organic fractions were combined, dried with magnesium sulfate and filtered. The solvent was then removed under reduced pressure yielding a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 20% 2: 30% | With potassium fluoride; palladium diacetate; 3-(dicyclohexylphosphaneyl)-1,2-dimethyl-1H-indole In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 9.9.1 9.1. Comparison of 2-alkyl-3-(disubstituted phosphino)-1-alkyl-1H-indole skeleton phosphine ligand and other phosphine ligands in the catalytic chemical selective cross-coupling reaction General procedure: The palladium acetate (0.0018 g, 0.008 mmol), phosphine ligand (palladium: phosphine ligand ratio is 4.0 mol%: 4.0 mol%), o-methylphenylboronic acid (0.2 mmol), potassium fluoride (0.6 mmol) ), and a magnetic stir bar with a Teflon coating into a 20 ml Schlenk tube. After the nitrogen was evacuated 3 times, 4-chlorophenyl triflate (0.2 mmol) and freshly distilled tetrahydrofuran (0.6 mL) were added under nitrogen. The Schlenk tube was then placed at room temperature to react for 1 hour. Then ethyl acetate (4.0 ml), dodecane (45.2 μl) and water (2.0 ml) were added to the system, and then the extracted organic layer was analyzed by gas chromatography, and the yield of the coupling product was determined by detection. |
1: 29% 2: 28% | With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 9.9.1 9.1. Comparison of 2-alkyl-3-(disubstituted phosphino)-1-alkyl-1H-indole skeleton phosphine ligand and other phosphine ligands in the catalytic chemical selective cross-coupling reaction General procedure: The palladium acetate (0.0018 g, 0.008 mmol), phosphine ligand (palladium: phosphine ligand ratio is 4.0 mol%: 4.0 mol%), o-methylphenylboronic acid (0.2 mmol), potassium fluoride (0.6 mmol) ), and a magnetic stir bar with a Teflon coating into a 20 ml Schlenk tube. After the nitrogen was evacuated 3 times, 4-chlorophenyl triflate (0.2 mmol) and freshly distilled tetrahydrofuran (0.6 mL) were added under nitrogen. The Schlenk tube was then placed at room temperature to react for 1 hour. Then ethyl acetate (4.0 ml), dodecane (45.2 μl) and water (2.0 ml) were added to the system, and then the extracted organic layer was analyzed by gas chromatography, and the yield of the coupling product was determined by detection. |
1: 14% 2: 7% | With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; diisopropylamine In tetrahydrofuran at 70℃; for 24h; Inert atmosphere; |
1: 71 %Chromat. 2: 11 %Chromat. | With potassium fluoride; methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) In water at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
1: 9 %Chromat. 2: 62 %Chromat. | With potassium fluoride; methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) In water at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
1: 92 %Chromat. 2: 5 %Chromat. | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; water In 1,4-dioxane at 25℃; for 12h; Inert atmosphere; Sealed tube; | |
1: 84 %Chromat. 2: 7 %Chromat. | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIMes)Cl; water In toluene at 25℃; for 12h; Inert atmosphere; Sealed tube; | |
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 1h; chemoselective reaction; | ||
1: 11 %Chromat. 2: 67 %Chromat. | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); Pd(tBu3P)2 In water; N,N-dimethyl-formamide at 20℃; for 24h; | |
1: 44 %Chromat. 2: 11 %Spectr. | With potassium fluoride; methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) In water at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIMes)Cl; water In tetrahydrofuran for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
80% | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In acetonitrile at 20℃; for 48h; Inert atmosphere; | |
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 48h; Glovebox; Inert atmosphere; |
89 %Chromat. | With potassium fluoride; P(t-Bu)<SUB>3 </SUB>Pd G4 In water; acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With tris-(dibenzylideneacetone)dipalladium(0); C26H50P2; potassium carbonate In lithium hydroxide monohydrate; toluene at 60℃; for 12h; Inert atmosphere; Sealed tube; | |
86% | With potassium fluoride; palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; | |
59% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; lithium hydroxide monohydrate In 1,4-dioxane for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; |
57% | With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 20℃; for 48h; Inert atmosphere; | |
74 %Chromat. | With potassium fluoride; P(t-Bu)3 Pd G4 In tetrahydrofuran; lithium hydroxide monohydrate at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
> 99 % ee | With (R)-7-bis(m-xylyl)phosphino-7-bis(3,5-dimethylphenyl)phosphinyl-1,1'-spirobiindane; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 50℃; for 35h; Inert atmosphere; Glovebox; Overall yield = 70 %; Overall yield = 62 mg; enantioselective reaction; | Examples of asymmetric Heck reaction of cyclic olefins General procedure: A. Examples of asymmetric Heck reaction of cyclic olefinsGeneral procedureIn an argon-filled glove box, Pd(dba)2 (7.2 mg, 0.013 mmol) and (R)-Xyl-SDP(O) (10.8 mg, 5 0.015 mmol) were stirred in dry 1,4-dioxane (0.50 mL) for 10 to 20 mm in a 4-mL vial, followedby addition of n-C14H30 (25 tL, GC internal standard), aryl triflate (0.50 mmol), Nethyldiisopropylamine (170 iL, 1.0 mmol, 2 equiv) and cyclic olefin (2.0 mmol, 4 quiv). The mixture was vigorously stirred in a preheated oil bath at a set temperature until the aryl triflate was fully consumed (monitored by GC). The reaction mixture was cooled to RT and subjected to10 flash chromatography (basic alumina, Brockmann grade I, pentane/Et20) to give the purified product. Silica gel may be also used for purification. The olefinic selectivity of Heck isomers in the crude mixture was determined by GC. The ee of the purified product was determined by chiral HPLC analysis with Daicel Chiralcel columns or by chiral GC analysis. Racemic products were prepared using the racemic ligand to facilitate determination of ee. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99 % ee | With (R)-7-bis(m-xylyl)phosphino-7-bis(3,5-dimethylphenyl)phosphinyl-1,1'-spirobiindane; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 50℃; for 6h; Inert atmosphere; Glovebox; Overall yield = 78 %; Overall yield = 70 mg; enantioselective reaction; | Examples of asymmetric Heck reaction of cyclic olefins General procedure: A. Examples of asymmetric Heck reaction of cyclic olefinsGeneral procedureIn an argon-filled glove box, Pd(dba)2 (7.2 mg, 0.013 mmol) and (R)-Xyl-SDP(O) (10.8 mg, 5 0.015 mmol) were stirred in dry 1,4-dioxane (0.50 mL) for 10 to 20 mm in a 4-mL vial, followedby addition of n-C14H30 (25 tL, GC internal standard), aryl triflate (0.50 mmol), Nethyldiisopropylamine (170 iL, 1.0 mmol, 2 equiv) and cyclic olefin (2.0 mmol, 4 quiv). The mixture was vigorously stirred in a preheated oil bath at a set temperature until the aryl triflate was fully consumed (monitored by GC). The reaction mixture was cooled to RT and subjected to10 flash chromatography (basic alumina, Brockmann grade I, pentane/Et20) to give the purified product. Silica gel may be also used for purification. The olefinic selectivity of Heck isomers in the crude mixture was determined by GC. The ee of the purified product was determined by chiral HPLC analysis with Daicel Chiralcel columns or by chiral GC analysis. Racemic products were prepared using the racemic ligand to facilitate determination of ee. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium carbonate; XPhos; phenol In toluene at 80℃; for 14h; Schlenk technique; enantiospecific reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With C45H63NO5PPdS; caesium carbonate In 2-methyltetrahydrofuran at 50℃; for 2h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); chloro-trimethyl-silane; zinc(II) iodide; zinc In N,N-dimethyl acetamide at 80℃; for 12h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With (o-hydroxyphenyl)diphenylphosphine; tetraethylammonium bromide; palladium diacetate; caesium carbonate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox; | Germylation of Aryl Bromides 1 and Triflates 2 General procedure: Conditions B: To a dried screw capped vial were added aryl bromide 1 or aryl triflate 2 (0.50 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol, 10 mol %), ligand 5 (27.8 mg, 0.10 mmol, 20 mol %), Cs2CO3 (195.5 mg, 0.60 mmol, 1.2 equiv), Et4NBr (105.1 mg, 0.5 mmol, 1.0 equiv), hexamethyldigermane (3; 120 μL, 0.60 mmol, 1.2 equiv), and toluene (2.5 mL) under argon atmosphere in a glove box. The vial was capped and heated at 120 °C for 24 h with stirring. After cooling to r.t., H2O (2 mL) was added. After dilution with EtOAc, the organic layer was separated, and the aqueous layer was extracted with EtOAc (3 × 3 mL). The combined organic layers were washed with brine (3 mL) and dried (Na2SO4). After filtration and evaporation, purification of the crude product by silica gel column chromatography afforded the corresponding product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
15 %Chromat. | With (o-hydroxyphenyl)diphenylphosphine; palladium diacetate; tetra-(n-butyl)ammonium iodide; caesium carbonate; tetraethylammonium bicarbonate In toluene at 100℃; for 24h; Inert atmosphere; Glovebox; | Germylation of Aryl Bromides 1 and Triflates 2 General procedure: Conditions A: To a screw vial with a septum cap were added aryl bromide 1 (0.50 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol, 10 mol %), ligand 5 (27.8 mg, 0.10 mmol, 20 mol %), Cs2CO3 (195.5 mg, 0.60 mmol, 1.2 equiv), Et4NHCO3(9.5 mg, 0.05 mmol, 10 mol %), hexamethyldigermane (3; 120 μL, 0.60 mmol, 1.2 equiv), and toluene (1.25 mL) under argon atmosphere in a glove box. The vial was capped and removed from the glove box, and then H2O (1.25 mL) was injected via syringe. The vial was heated at 100 °C for 24 h with stirring. After cooling to r.t., the organic layer was separated, and the aqueous layer was extracted with EtOAc (3 × 3 mL). The combined organic layers were washed with brine (3 mL) and dried (Na2SO4). After filtration and evaporation, purification of the crude product by silica gel column chromatography afforded the corresponding product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
8 %Chromat. | With (o-hydroxyphenyl)diphenylphosphine; tetrabutylammomium bromide; palladium diacetate; caesium carbonate; tetraethylammonium bicarbonate In toluene at 100℃; for 24h; Inert atmosphere; Glovebox; | Germylation of Aryl Bromides 1 and Triflates 2 General procedure: Conditions A: To a screw vial with a septum cap were added aryl bromide 1 (0.50 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol, 10 mol %), ligand 5 (27.8 mg, 0.10 mmol, 20 mol %), Cs2CO3 (195.5 mg, 0.60 mmol, 1.2 equiv), Et4NHCO3(9.5 mg, 0.05 mmol, 10 mol %), hexamethyldigermane (3; 120 μL, 0.60 mmol, 1.2 equiv), and toluene (1.25 mL) under argon atmosphere in a glove box. The vial was capped and removed from the glove box, and then H2O (1.25 mL) was injected via syringe. The vial was heated at 100 °C for 24 h with stirring. After cooling to r.t., the organic layer was separated, and the aqueous layer was extracted with EtOAc (3 × 3 mL). The combined organic layers were washed with brine (3 mL) and dried (Na2SO4). After filtration and evaporation, purification of the crude product by silica gel column chromatography afforded the corresponding product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35%Chromat. | With tetraethylammonium chloride; palladium diacetate; caesium carbonate; tetraethylammonium bicarbonate; In toluene; at 100℃; for 24h;Inert atmosphere; Glovebox; | General procedure: Conditions A: To a screw vial with a septum cap were added aryl bromide 1 (0.50 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol, 10 mol %), ligand 5 (27.8 mg, 0.10 mmol, 20 mol %), Cs2CO3 (195.5 mg, 0.60 mmol, 1.2 equiv), Et4NHCO3(9.5 mg, 0.05 mmol, 10 mol %), hexamethyldigermane (3; 120 μL, 0.60 mmol, 1.2 equiv), and toluene (1.25 mL) under argon atmosphere in a glove box. The vial was capped and removed from the glove box, and then H2O (1.25 mL) was injected via syringe. The vial was heated at 100 C for 24 h with stirring. After cooling to r.t., the organic layer was separated, and the aqueous layer was extracted with EtOAc (3 × 3 mL). The combined organic layers were washed with brine (3 mL) and dried (Na2SO4). After filtration and evaporation, purification of the crude product by silica gel column chromatography afforded the corresponding product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; In toluene; at 120℃; for 24h;Inert atmosphere; Glovebox; | General procedure: Conditions A: To a screw vial with a septum cap were added aryl bromide 1 (0.50 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol, 10 mol %), ligand 5 (27.8 mg, 0.10 mmol, 20 mol %), Cs2CO3 (195.5 mg, 0.60 mmol, 1.2 equiv), Et4NHCO3(9.5 mg, 0.05 mmol, 10 mol %), hexamethyldigermane (3; 120 μL, 0.60 mmol, 1.2 equiv), and toluene (1.25 mL) under argon atmosphere in a glove box. The vial was capped and removed from the glove box, and then H2O (1.25 mL) was injected via syringe. The vial was heated at 100 C for 24 h with stirring. After cooling to r.t., the organic layer was separated, and the aqueous layer was extracted with EtOAc (3 × 3 mL). The combined organic layers were washed with brine (3 mL) and dried (Na2SO4). After filtration and evaporation, purification of the crude product by silica gel column chromatography afforded the corresponding product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | Stage #1: 3-Sulfolene With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: With o-phenylenebis(diphenylphosphine); palladium diacetate In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; Stage #3: 4-chlorophenyl trifluoromethanesulfonate With potassium hydrogencarbonate In tetrahydrofuran at 20 - 100℃; Sealed tube; Inert atmosphere; stereoselective reaction; | General procedure for the desulfitative cross-coupling reaction of aryl sulfonates with 3-sulfolenes (GP1) General procedure: To a 25 mL flask, 3-sulfolene (2.2 mmol) and potassium tert-butoxide (224 mg, 2 mmol) were added freshly-distilled tetrahydrofuran (4 mL), and the reaction mixture (sulfinate suspension) was stirred for 1 h at rt. An oven-dried 35 mL glass pressure tube containing an elliptical rare-earth stir bar was purged with argon through a glass pipet for 5 min. Palladium acetate (11 mg, 0.05 mmol, 5 mol%) and dppbz (36 mg, 0.08 mmol, 8 mol%, 1,2-bis(diphenylphosphino)benzene) were added, followed by freshly-distilled tetrahydrofuran (4 mL). The pressure tube was capped with a septum that was connected to an argon line and a gas-bubbler, and the reaction mixture was stirred for 15 min at rt. Potassium bicarbonate (200 mg, 2 mmol) was added. Then, the sulfinate suspension mixture was added by means of a pipette. The reaction mixture was stirred for 5 min at rt, and an aryl sulfonate (1 mmol) was added. The pressure tube was sealed with a PTFE screw cap, and the reaction mixture was stirred for 1 h at rt. The temperature was then allowed to gradually reach 100 °C over 20 min, and the reaction mixture was vigorously stirred for 14-36 h at 100 °C. For work-up, the reaction mixture was cooled to rt, and a saturated solution of ammonium chloride (4 mL) was added, followed by ethyl acetate (20 mL). The reaction mixture was then extracted with ethyl acetate (4 × 10 mL). The organic phases were combined, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (ethyl acetate/hexane or diethyl ether/pentane) to give the 1,3-diene product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; | |
74% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; water In toluene for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
70 %Chromat. | With potassium fluoride; P(t-Bu)<SUB>3 </SUB>Pd G4 In tetrahydrofuran; water at 20℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; | |
87% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; water In toluene for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With tris-(dibenzylideneacetone)dipalladium(0); C26H50P2; potassium carbonate In lithium hydroxide monohydrate; toluene at 60℃; for 12h; Inert atmosphere; Sealed tube; | |
85% | With potassium fluoride; palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; | |
68% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; lithium hydroxide monohydrate In toluene for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With potassium fluoride; (η3-1-tBu-indenyl)Pd(SIPr)Cl; water In toluene for 12h; Inert atmosphere; Sealed tube; chemoselective reaction; | |
90% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With potassium phosphate In toluene at 100℃; for 20h; Inert atmosphere; Schlenk technique; | 3.General procedure for O-phosphorylation of aryl triflates. General procedure: Under N2 atmosphere, 0.2 mmol phenyl triflate 1a, 0.3 mmol Ph2P(O)H 2a, 2.5 equiv K3PO4 and 2 mL toluene were charged into a 10 mL schlenk tube. The mixture was stirred at 100°C for 20 h. After removal of the volatile, the residues were passed through a short silica chromatography (particle size 37~54 mm, petroleum ether/ethyl acetate as eluent) to afford analytically pure organophosphorus compounds 3. |
58% | With potassium phosphate In toluene at 100℃; for 20h; Inert atmosphere; Sealed tube; | 12 Example 12 This embodiment provides a method for preparing 4-chlorophenyl diphenylphosphinate, as follows: Under a nitrogen atmosphere, Add 0.30 mmol of diphenylphosphine oxide to the reactor, 0.20mmol 4-chlorophenyl trifluoromethanesulfonate, 0.50mmol potassium phosphate, 1.5mL toluene solvent, after sealing the tube and heating to 100 °C , continue stirring for 20 h, Stop the reaction, cool to room temperature, wash with water to remove excess alkali and generated salts, The aqueous phase was extracted with dichloromethane to obtain an organic phase, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The crude product was separated by column chromatography to obtain the target product, and the separation yield was 58%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With palladium diacetate; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl acetamide at 90℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With manganese; cobalt 2,2'-bipyridine dibromide; trifluoroacetic acid In acetonitrile at 80℃; Schlenk technique; Sealed tube; regioselective reaction; | 3-Aroylcoumarins 3; General Procedure General procedure: In an oven-dried Schlenk tube equipped with a stir bar, CoBr2/Bpy (7 mol%, 13.1 mg), and Mn powder (1.5 mmol, 82 mg) were placed in MeCN (1.5 mL). The reaction mixture was activated by a trace of trifluoroacetic acid (0.1 mmol, 7.6 µL). Then, the mixture was stirred for 10 min at r.t. In a vial, aryl halide 1 or aryl triflate 1 (0.6 mmol, 1.2 equiv) and coumarin 2 (0.5 mmol, 1.0 equiv) were dissolved in MeCN (1.5 mL) and added to the Schlenk tube. Next, a balloon filled with CO (1 atm) was connected to the Schlenk tube by the side tube and the system was purged three times. The Schlenk tube was heated at 80 °C for 16 h. When the reaction was completed (detected by TLC), the mixture was cooled to r.t. The reaction was quenched with aq 2 N HCl or NH4Cl (20 mL) and extracted with CH2Cl2 (3 * 10 mL). The combined organic layers were dried (anhyd Na2SO4) and evaporated in vacuum. The residue was purified by column chromatography (n-hexane/EtOAc 6:1) on silica gel to afford the corresponding 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With manganese; (4,4′-di-tert-butyl-2,2′-bipyridine)Ni0(1,5-cyclooctadiene) In N,N-dimethyl-formamide at 20℃; for 24h; | 4 Example 4 Add Ni(cod)dtbbpy (9.3mg), manganese powder (16.5mg) to the reaction tube, and then dissolve 4-chlorophenyl triflate (52.1mg) and dimethylvinylchlorosilane (47.2 mg) of DMF solution was injected into the reaction tube. After the reaction was stirred at room temperature for 24 hours, the reaction was quenched with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered, concentrated, and prepared by silica gel column chromatography (200-300 mesh silica gel) to obtain the target product. (Colorless oily liquid, 25.6mg, yield 65%). |
65% | With manganese; 5,5'-dimethyl-2,2'-bipyridine; nickel dichloride In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With tetrabutylammomium bromide; palladium diacetate; 9,10-phenanthrenequinone; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In acetone at 20℃; for 24h; Irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With bis(η3-allyl-μ-chloropalladium(II)); [CuCl(IPrMe)]; 1,3-bis-(diphenylphosphino)propane; sodium t-butanolate In toluene at 100℃; for 12h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate In acetonitrile at 80℃; for 16h; Inert atmosphere; Sealed tube; | 4.2. General experimental procedure for the reductive carbonylation of aryl triflate 1 using N-formylsaccharin (2) General procedure: CAUTION To avoid an unexpected leak of toxic CO and an increase in the internal pressure of the reaction vessel, all reactions should be conducted behind a blast shield in a well-ventilated fume hood. Pd(OAc)2 (2.2 mg, 10.0 mmol, 5.00 mol%), DPPF (8.3 mg, 15.0 mmol, 7.50 mol%), 2 (63.4 mg, 0.300 mmol, 1.50 equiv), and MeCN (1.00 mL) were added to an oven-dried, 10-mL test tube with a septum containing a magnetic stirring bar. The tube was evacuated and backfilled with Ar three times. Aryl triflate 1 (0.200 mmol), Et3SiH (47.8 mL, 0.300 mmol, 1.50 equiv), and Na2CO3 (31.8 mg, 0.300 mmol, 1.50 equiv) were added to the mixture under Ar flow. The tube was tightly screw-capped and heated to 80 °C in an oil bath. The mixture was stirred for 16 h. After cooling to room temperature, the mixture was diluted with CH2Cl2 and H2O, extracted with CH2Cl2 from aqueous layer, washed with brine, dried over Na2SO4, filtered, and concentrated. After the 1H NMR analysis of the crude reaction mixture with a small amount of 1,2,4,5-tetramethylbenzene as an internal standard, the obtained residue was purified by preparative TLC (SiO2, developed with hexane/EtOAc mixture). The desired aldehyde was eluted just after finishing the development of the preparative TLC plate to prevent undesirable oxidation to carboxylic acid on SiO2. Further purification by recycling preparative HPLC afforded the analytically pure product. The 1-mmol scale experiment was conducted in a 26-mL test tube. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With 4,5-dimethyl-1,3-bis-(2,4,6-trimethylphenyl)-3H-imidazol-1-ium chloride; water; nickel dibromide; sodium t-butanolate In toluene at 150℃; for 20h; Schlenk technique; Inert atmosphere; Sealed tube; | General procedure for the aminocarbonylation of aryl/alkenyl (pseudo) halides General procedure: In a 25 ml flame-dried Schlenk tube, aryl/alkenyl (pseudo)halides (0.2 mmol), tert-butyl isocyanide (0.2 mmol), NiBr2 (10 mol%, 0.02 mmol), L1 (20 mol%, 0.04 mmol), tBuONa (2 equiv, 0.4 mmol), toluene (0.3 ml), H2O (0.1 ml) were added sequentially under nitrogen. The tube was sealed and stirred at 150 °C for 20 h. After completion, the reaction mixture was filtered through a short pad of silica gel and washed with ethyl acetate (20 ml). The combined organic phase was concentrated and purified by silica gel column chromatography (Petroleum ether : Ethyl acetate = 30 : 1) to provide the product 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With potassium fluoride; palladium diacetate; C21H32NP In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With potassium fluoride; palladium diacetate; C21H32NP In toluene; <i>tert</i>-butyl alcohol at 110℃; for 4h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With tris-(dibenzylideneacetone)dipalladium(0); keYPhos; potassium carbonate In lithium hydroxide monohydrate; toluene at 60℃; for 12h; Inert atmosphere; Sealed tube; | |
84% | With potassium fluoride; palladium diacetate; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In <i>tert</i>-butyl alcohol at 110℃; for 2h; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In 2-methyltetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 0.5h; Glovebox; Microwave irradiation; Inert atmosphere; | General procedure for the reaction between (het)aryl pivalates 1 and diarylzinc reagents 2. General procedure: In a glovebox, (het)arylpivalate 1 (0.2 mmol) and NMP (1.5 mL) were added to thediarylzinc 2 (0.3 mmol, prepared by mixing zinc bromide, lithium chloride, and the corresponding aryl magnesium bromidein 1.5 mL of THF) in a reaction tube. The reaction mixturewas then heated at 80 °C for 0.5 h under MW irradiation.After completion of the reaction, the mixture was concentratedunder vacuum, and saturated NH4Cl added. The mixturewas extracted with CH2Cl2 several times. The combinedorganic layers were dried over anhydrous MgSO4, concentratedin vacuo, and the residue was purified by column chromatographyon silica gel to give the coupling product 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | With C6H14Cl2Ni2; sodium tert-pentoxide In toluene at 100℃; Inert atmosphere; Sealed tube; | General procedure for Mizoroki-Heck reaction/isomerization General procedure: In a N2-filled glove box, an oven-dried 4-ml vial equipped with a stir bar was charged with Ni-2 (5.0-15 mol%), NaOt-Am (1.0 equiv.) and toluene (1.0 ml). Alkene substrate(0.10 mmol, 1.0 equiv.) and aryl triflate (1.2 equiv.) were then added to the system.The vial was sealed and the reaction mixture was allowed to stir at 80 or 100 °C for 2-20 h. After cooling to ambient temperature, the crude mixture was purified by silica gel chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With tripotassium phosphate tribasic; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 2-cyclohexyl-3-(diisopropylphosphino)-1-methyl-1H-indole In toluene at 80℃; for 14h; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With tripotassium phosphate tribasic; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 3-(tert-butyl(phenyl)phosphaneyl)-2-cyclohexyl-1-methyl-1H-indole In toluene at 110℃; for 16h; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With FG-2909; nickel(II) chloride ethylene glycol dimethyl ether complex; lithium methanolate In ethyl acetate at 50℃; Inert atmosphere; chemoselective reaction; | General procedure: Under N2 atmosphere, an oven-dried 10 mL reaction tube which equipped with amagnetic stir bar and sealed with a rubber stopper sequentially was added NiCl2·DME(5.5 mg, 0.025 mmol, 5 mol %), L8 (4.2 mg, 0.025 mmol, 5 mol%), LiOMe (28.5 mg,0.75 mmol, 1.5 equiv), bis(pinacolato)diboron (2, 190.5 mg, 0.75 mmol, 1.5 equiv).Then anhydrous EA (2 mL), alkene (1, 0.5 mmol, 1.0 equiv), chlorobenzene (3, 0.75mmol, 1.5 equiv) were added and the mixture was stirred. After 17-36 h of stirring at50 °C, an aliquot of 20 μL was removed and analyzed by GC. The reaction vial wasdiluted with 4 mL of ethyl acetate and the resulting solution was filtered through Celite.The crude material was concentrated in vacuo and separated on a silica gel columnaffording the desired product boronate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With tris-(dibenzylideneacetone)dipalladium(0); C26H50P2; potassium carbonate In lithium hydroxide monohydrate; toluene at 60℃; for 12h; Inert atmosphere; Sealed tube; |
Tags: 29540-84-9 synthesis path| 29540-84-9 SDS| 29540-84-9 COA| 29540-84-9 purity| 29540-84-9 application| 29540-84-9 NMR| 29540-84-9 COA| 29540-84-9 structure
[ 66107-36-6 ]
2-Chlorophenyl trifluoromethanesulfonate
Similarity: 0.93
[ 17763-67-6 ]
Phenyl Trifluoromethanesulfonate
Similarity: 0.87
[ 1446016-75-6 ]
4-Chloro-2-methylphenyl trifluoromethanesulfonate
Similarity: 0.84
[ 3857-83-8 ]
2-Naphthyl Trifluoromethanesulfonate
Similarity: 0.84
[ 99747-74-7 ]
Naphthalen-1-yl trifluoromethanesulfonate
Similarity: 0.82
[ 66107-36-6 ]
2-Chlorophenyl trifluoromethanesulfonate
Similarity: 0.93
[ 17763-67-6 ]
Phenyl Trifluoromethanesulfonate
Similarity: 0.87
[ 1446016-75-6 ]
4-Chloro-2-methylphenyl trifluoromethanesulfonate
Similarity: 0.84
[ 3857-83-8 ]
2-Naphthyl Trifluoromethanesulfonate
Similarity: 0.84
[ 66107-36-6 ]
2-Chlorophenyl trifluoromethanesulfonate
Similarity: 0.93
[ 1446016-75-6 ]
4-Chloro-2-methylphenyl trifluoromethanesulfonate
Similarity: 0.84
[ 66107-36-6 ]
2-Chlorophenyl trifluoromethanesulfonate
Similarity: 0.93
[ 17763-67-6 ]
Phenyl Trifluoromethanesulfonate
Similarity: 0.87
[ 1446016-75-6 ]
4-Chloro-2-methylphenyl trifluoromethanesulfonate
Similarity: 0.84
[ 3857-83-8 ]
2-Naphthyl Trifluoromethanesulfonate
Similarity: 0.84
[ 66107-36-6 ]
2-Chlorophenyl trifluoromethanesulfonate
Similarity: 0.93
[ 17763-67-6 ]
Phenyl Trifluoromethanesulfonate
Similarity: 0.87
[ 1446016-75-6 ]
4-Chloro-2-methylphenyl trifluoromethanesulfonate
Similarity: 0.84
[ 3857-83-8 ]
2-Naphthyl Trifluoromethanesulfonate
Similarity: 0.84
[ 99747-74-7 ]
Naphthalen-1-yl trifluoromethanesulfonate
Similarity: 0.82
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :