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CAS No. : | 652-18-6 | MDL No. : | MFCD00002408 |
Formula : | C7H2F4O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KVLBXIOFJUWSJQ-UHFFFAOYSA-N |
M.W : | 194.08 | Pubchem ID : | 567533 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 6.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 33.23 |
TPSA : | 37.3 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.09 cm/s |
Log Po/w (iLOGP) : | 1.1 |
Log Po/w (XLOGP3) : | 1.96 |
Log Po/w (WLOGP) : | 3.62 |
Log Po/w (MLOGP) : | 3.32 |
Log Po/w (SILICOS-IT) : | 2.95 |
Consensus Log Po/w : | 2.59 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -2.55 |
Solubility : | 0.542 mg/ml ; 0.00279 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.37 |
Solubility : | 0.831 mg/ml ; 0.00428 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -2.89 |
Solubility : | 0.249 mg/ml ; 0.00128 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.29 |
Signal Word: | Danger | Class: | N/A |
Precautionary Statements: | P264-P280-P302+P352-P362+P364-P332+P313-P305+P351+P338+P310 | UN#: | N/A |
Hazard Statements: | H315-H318 | 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 |
---|---|---|
89% | With ammonium hydroxide; zinc; at 20℃; for 12h; | Pentafluorobenzoic acid (15g, 71mmol) was added to zinc powder (18.39g, 283mmol) in aqueous ammonia (400ml), and the mixture was stirred at room temperature for 12h. Unreacted zinc was separated and washed with water. The aqueous solution was acidified with hydrochloric acid and extracted with diethyl ether (3×40ml). The combined ether extract was dried over anhydrous MgSO4. The solvent was removed by reduce pressure to yield 12.1g of compound (yield 89%) 1H NMR (400.130MHz, ppm): (in D2O) 7.26 (tt, 1H, 2JH-H=10.03Hz, 2JH-H=7.58Hz, aromatic proton); (in CD3OD) 7.56 (tt, 1H, 2JH-H=10.13Hz, 2JH-H=7.47Hz, aromatic proton). 19F NMR (376.498MHz, ppm): (in D2O) delta=-138.80 to-139.93 (m, 2F), delta=-142.63 to-142.75 (m, 2F); (in CD3OD) delta=-140.43 to-140.56 (m, 2F), delta=-142.98 to-143.11 (m, 2F). |
83% | With ammonium hydroxide; sodium hydroxide; zinc; at 60℃; for 18h; | Add to a 500ml four-mouth bottle300g of ammonia,57.3g pentafluorobenzoic acid,97.2g zinc powder,11g sodium hydroxide,Warm up to 60C,After stirring for 18 hours in the heat (stirring speed is 400r/min),Take the upper aqueous layer for HPLC detection.Pentafluorobenzoic acid <0.2% is the end of the reaction.After filtration, 74.3 g of hydrochloric acid with a concentration of 36% was added to the filtrate.Precipitates solids and filters themThe filter cake dries 44g.The yield was 83%. |
With hydrogenchloride; sodium hydroxide; sodium carbonate;palladium on charcoal; In water; hydrogen; | (a) 53 g of pentafluorobenzoic acid (0.25 mol) are dissolved in 400 ml of water with 53 g of sodium carbonate (0.5 mol). 3.5 g of palladium on charcoal (5%) are added to the solution, which is subsequently hydrogenated in an autoclave for 6 hours at 90 C. and at a hydrogen pressure from 10 to 15 bar. The catalyst is removed from the reaction solution, and the reaction solution is acidified to a pH of 1 using concentrated hydrochloric acid. The deposited crystals are filtered off under suction. The aqueous filtrate is extracted with ether, and the ether extracts are evaporated to dryness in vacuo. The catalyst is boiled with 50 ml of 5% sodium hydroxide solution; the pH of the filtrate is adjusted to 1 using concentrated hydrochloric acid, and the filtrate is extracted with ether. The combined ether extracts are likewise evaporated in vacuo. In this fashion, a total of 49.8 g of crude (91% purity) 2,3,5,6-tetrafluorobenzoic acid are obtained (=93.3% of theory). Melting point: 144-146 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 3 100 g of 2,3,5,6-tetrafluoroterephthalodinitrile were mixed with 140 ml of 70% strength by weight sulfuric acid in an enamelled autoclave and heated for 6 hours at 150 C. 260 ml of water were then added and the mixture was heated for 8 hours at 140 C. After the work-up of the reaction mixture, as specified in Example 1, 78.5 g of 99.5% strength by weight 2,3,5,6-tetrafluorobenzoic acid were obtained. | ||
(c) 434 g of 20% strength oleum and 216 g of the product obtained according to (b) were mixed in a glass vessel and heated to the reflux temperature (103 C.) with stirring. When the reflux subsided, the internal temperature was increased slowly to 120 C. After 3 hours, the reaction mixture was cooled to 3 C., and 200 g of ice-water were stirred in with cooling, the temperature being kept below 30 C. The suspension forming was cooled to 3 C., and the precipitate was filtered off, washed with a little ice-water and dried. 166 g of 2,3,5,6-tetrafluoro-benzoic acid having a melting point of 148 C. were obtained, which corresponds to 97% of theory. The purity of the 2,3,5,6-tetrafluorobenzoic acid thus isolated was greater than 99%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With thionyl chloride; In N,N-dimethyl-formamide; at 70℃; | 50 g (0.258 mol) of <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> was added to 150 mL of thionyl chloride, 3 drops of DMF were added dropwise, and the temperature was raised to 70 C to carry out a reflux reaction. When the solution became clear, no gas was discharged. The time is considered to be the end of the reaction. Atmospheric distillation to recover thionyl chloride, and then distilled under reduced pressure to give a colorless oily product 2,3,5,6-tetrafluorobenzoyl chloride 54.6 g, 100% yield |
With thionyl chloride; at 20 - 80℃; for 5h; | 1. At room temperature, 194.1 mg (1.0 mmol) of C0 'was dissolved in 5 mL of SOCl2 and refluxed at 80 CShould 5h, the reaction solution was concentrated under reduced pressure to give a light yellow liquid F ', used directly for the next reaction |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfuric acid; In water; | Example 1 80 g of 80% strength by weight 2,3,5,6-tetrafluoroterephthalic acid (containing 8% by weight of sulfuric acid and 12% by weight of water) were mixed with 300 g of water in a 0.6 l enamelled autoclave and heated for 40 hours at 130 C. After cooling to 20 C. and depressurizing, the suspension then present was filtered, washed with 60 g of water and the white solid was dried. 42 g of 2,3,5,6-tetrafluorobenzoic acid having a content of 98% by weight and a melting point of 151 C. were obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2% | In water; | EXAMPLE 1 Preparation of 2,3,5,6-tetrafluorobenzoic Acid N,N-Dimethylacetamide (14.0 parts) and 2,3,5,6-tetrafluoroterephthalic acid (2.91 parts) was heated at 70 C. for 4 hours before cooling to 20 C. adding water (7 parts) and cooling to 5 C. The precipitated solid was collected by filtration and washed with cold water and dried, the aqueous filtrates were evaporated under vacuum and the resultant solids combined to give 2,3,5,6-tetrafluorobenzoic acid (98%). 1,2,4,5-tetrafluorobenzene (2%) was also formed. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride; In methanol; | EXAMPLE 8 This Example illustrates the preparation of methyl 2,3,5,6-tetrafluorobenzoate. A mixture of <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> (25 g) and thionyl chloride (40 cm3) was heated at the reflux temperature for 3 hours after which the excess thionyl chloride was removed by evaporation under reduced pressure to leave a residue of 1-chlorocarbonyl-2,3,5,6-tetrafluorobenzene. To this was added an excess of dry methanol and the mixture stirred for one hour at the ambient temperature. Removal of excess methanol by evaporation under reduced pressure gave methyl 2,3,5,6-tetrafluorobenzoate (19 g) as a mobile liquid. 90 MHz N.m.r. (CDCl3): 4.00 (s, 3H); 7.0-7.4 (m, 1H). Infra red (liquid film): 1730 cm-1 | |
With thionyl chloride; In methanol; | EXAMPLE 8 This Example illustrates the preparation of methyl 2,3,5,6-tetrafluorobenzoate. A mixture of <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> (25g) and thionyl chloride (40cm3) was heated at the reflux temperature for 3 hours after which the excess thionyl chloride was removed by evaporation under reduced pressure to leave a residue of 1-chlorocarbonyl-2,3,5,6-tetrafluorobenzene. To this was added an excess of dry methanol and the mixture stirred for one hour at the ambient temperature. Removal of excess methanol by evaporation under reduced pressure gave methyl 2,3,5,6-tetrafluorobenzoate (19g) as a mobile liquid. 90 MHz N.m.r. (CDCl3): 4.00 (s,3H); 7.0 - 7.4 (m, 1H). Infra red (liquid film): 1730cmmin1 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In tetrahydrofuran; hexane; water; | EXAMPLE 7 This Example illustrates the preparation of 2,3,5,6-tetrafluorobenzoic acid. n-Butyllithium (2.7M solution in n-hexane, 148 cm3) was added dropwise over a period of one hour to a stirred solution of 2,3,5,6-tetrafluorobenzene (60 g) in dry tetrahydrofuran (200 cm3) maintained at -70 C. under a nitrogen atmosphere, after which the mixture was stirred at -70 C. for a further one hour. Carbon dioxide gas was passed into the mixture over a period of 4 hours during which time the temperature was allowed to warm up to the ambient value (ca. 22 C.). After adding water and acidifying with dilute hydrochloric acid, the mixture was extracted with diethyl ether and the extracts dried over anhydrous magnesium sulphate. The product was obtained by removal of the solvent by evaporation under reduced pressure to give 2,3,5,6-tetrafluorobenzoic acid (42.5 g), mp. 152-154 C. 90 MHz N.m.r. (CDCl3 +DMSO): 7.3-7.7 (m, 1H); 10.75 (broad s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In tetrahydrofuran; hexane; water; | EXAMPLE 7 This Example illustrates the preparation of 2,3,5,6-tetrafluorobenzoic acid. n -Butyllithium (2.7M solution in n -hexane, 148cm3) was added dropwise over a period of one hour to a stirred solution of 2,3,5,6-tetrafluorobenzene (60g) in dry tetrahydrofuran (200cm3) maintained at -70C under a nitrogen atmosphere, after which the mixture was stirred at -70C for a further one hour. Carbon dioxide gas was passed into the mixture over a period of 4 hours during which time the temperature was allowed to warm up to the ambient value (ca. 22C). After adding water and acidifying with dilute hydrochloric acid, the mixture was extracted with diethyl ether and the extracts dried over anhydrous magnesium sulphate. The product was obtained by removal of the solvent by evaporation under reduced pressure to give 2,3,5,6-tetrafluorobenzoic acid (42.5g), mp. 152-154C. 90 MHz N.m.r (CDCl3+DMSO): 7.3-7.7 (m, 1H); 10.75 (broad s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
[0128] <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> (0.08 g, 0.41 mmol) was diluted in diethyl ether (5.2 mL), slowly added withphosphorus pentachloride (PCl5, 0.099 g, 0.48 mmol), and then stirred for 1 hour. Upon completion of the reaction, theorganic solvent was concentrated under reduced pressure below room temperature, and then the reaction solution wasdiluted by adding acetone (3.4 mL). Subsequently, sodium azide (NaN3, 0.032 g, 0.50 mmol) dissolved in water (0.25mL) was slowly added to the reaction solution dropwise at 0C. After stirring the reaction solution for 2 hours at roomtemperature, 2,3,5,6-tetrafluorobenzoyl azide thus formed was diluted with ethyl acetate, and then washed with water.The organic layer was dried over anhydrous magnesium sulfate, dispersed in THF (1.6 mL), added with THF (7 mL)containing 4-(4-amino-2-fluorophenyl)-7-(5-methyl-1H-imidazol-2-yl)isoindolin-1-one (Compound D, 0.066 g, 0.21mmol), and then stirred for 3 hours at 90C. Upon completion of the reaction, the solvent was concentrated under reducedpressure, and then purified by silica gel column chromatography (eluent: methylene chloride : methanol=20:1) to obtainthe title compound (0.014 g, yield: 13%)[0129] 1H-NMR Spectrum(300 MHz, DMSO-d6): 8.45 (d, J=8.1Hz, 1H), 7.69-7.61 (m, 2H), 7.48-7.33 (m, 3H), 7.00 (s,1H), 4.48 (s, 2H), 2.38 (s, 3H)[0130] LCMS [M+1]: 514.3 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diethylene glycol dimethyl ether; for 2h;Reflux; | The magnesium shavings (8.4 g, 350 mmol) and a few of iodine crystals were placed into two-necked flask with condenser and thermometer, heated to fully disappear iodine. After cooling an absolute methanol (60 ml) and absolute diglyme (200 ml) were added. A mixture was refluxed to fully dissolve of magnesium shavings. Methanol was removed from the reaction mass. After cooling acid 1e (19.4 g, 100 mmol) was added. The reaction mixture was refluxed for 2 h. Then, diglyme was removed in vacuo. The residue decomposed with 10% HCl (200 ml) and precipitate filtered off. Recrystallization from hexane gives a mixture of acids 2e and 5e in a ratio of 81:19. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
PCl5 (10 g, 0.05 mol) was added carefully to a mixture of acid 2e and 5e (10 g, 0.05 mol) after methoxylation. The resulting liquid mass was heated at 70 C for 1 h. The fractional distillation in vacuo gave chloride 3e. Yield 77%, from clear to light-yellow liquid, bp 95-100 C/15 Torr. IR (FTIR): m 1785 (COCl), 1620, 1525, 1495 (CC),1280-1200 (CAF) cm1. 1H NMR (CDCl3): d 4.03 (d, 3H, OMe, J2.1 Hz), 7.15(ddd, 1H, HAr, J 10.6, 9.8, 7.4 Hz). 19F NMR (CDCl3): d142.71 (ddd, 1F, FAr, J 22.1, 13.8, 7.4 Hz), 139.42 (dd, 1F, FAr, J22.1, 9.7 Hz), 130.33 (ddd, 1F, FAr, J 13.1, 11.0, 1.8 Hz). Anal. calcdfor C8H4ClF3O2:C, 42.79; H, 1.80. Found: C, 42.60; H, 1.85 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Complexes Ln(tfb)3(H2O)x (Ln=Nd, Eu, Gd, Tb, Er, Yb, Lu) were synthesized by reaction of the 50% excess of wet freshly prepared Ln(OH)3 (from aqueous ammonia and LnCl3·6H2O) and H(tfb) in acetone-methanol mixture (3:1, 20ml). A hydroxide excess was filtered off, and the obtained solution was rotor evaporated (30min, 60C, 10mmHg). The solid product was recrystallized from water and dried in air. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium tetrahydroborate; In 1,2-dimethoxyethane; at 28 - 29℃; for 0.5h; | The drawings further illustrate the use of the mechanical device for the production of tetrafluorobenzyl alcohol in the preferred embodiment of the specific content1.The amount of <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong>,Ethylene glycol dimethyl ether is set in a chemical reactor1 on the <strong>[652-18-6]2,3,5,6-tetrafluorobenzoic acid</strong> imports 5, ethylene glycol dimethyl ether imports 6 into the chemical reactor 1, stir to mix evenly,Raising the temperature to 28-29 C,At this time, the ethylene glycol dimethyl ether solution of sodium borohydride was slowly added through the ethylene glycol dimethyl ether solution inlet 7 of sodium borohydride set on the chemical reaction kettle 1,After stirring for 0.5 hour,And then the temperature increased to 48-49 ,At this time through the set in the chemical reactor1 on the dimethyl sulfate solution of ethylene glycol dimethyl etherMouth 8 slowly adding the formula amount of dimethyl sulfate dimethyl ether solution,Insulation reaction2.8-2.9 hours after the stop mixing,Cooling to room temperature.The liquid in the chemical reactor 1 is fed to the decolorizer 2 through the first slurry pump and the pipe 9 provided between the chemical reaction kettle 1 and the decolorizer 2,The activated carbon is introduced into the activated carbon inlet 10 provided on the decolorizer 2 by adding the formulated amount of activated carbon,Stirring decolorization 1.2-1.5 hours after the end of decolorization.The decolorized liquid is fed to the still vessel 3 through a second slurry pump and a pipe 11 provided between the decolorizer 2 and the stillator 3, and the distillate liquid ethylene glycol dimethyl ether is distilled off through a No. 3 On the steam outlet 12 discharged recycling, the remaining solid is tetrafluorobenzyl alcohol,Which is fed into a dryer 4 through a second conveyor 13 provided between the still vessel 3 and the dryer 4 to obtain a finished product,The finished product can be discharged through the finished product outlet 14 provided on the drier 4. As shown in Fig. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82.7% | With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In acetonitrile; at 20℃; | 34.5 mg (0.2 mmol) of m-aminobenzenesulfonamide and 38.8 mg (0.2 mmol) of C0 were dissolved in 6 mLAcetonitrile was added 57.5 mg (0.3 mmol) of EDC.HCl and 42 uL (0.3 mmol) of triethylamine were stirred at room temperaturereaction. After the reaction was completed, the product was purified by silica gel column chromatography (developing solvent: petroleum ether, ethyl acetate). ProducedProduct B0'57.6mg, yield 82.7%, purity 99% (HPLC) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69.7% | With trichlorophosphate; for 5h;Reflux; Cooling with ice; | 0.287 g (2.0 mmol) of 4-chloro-2-cyano-5-(p-methylphenyl)-1H-imidazol-1-carbohydrazide was added to 12 mL of POCl3, followed by addition of 2,3,5,6- Tetrafluorobenzoic acid 2.1 mmol, reflux reaction. Finally, vacuum evaporate to remove part of POCl3,Add 20 mL of ice water to the reaction flask and stir at room temperature for 5.0 h.A solid substance was precipitated, filtered, washed with water several times, and recrystallized from ethyl acetate and ethanol to obtain 0.605 g of a yellow solid compound Iv in a yield of 69.7%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74.1% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃;Cooling with ice; | General procedure: Compound 2 (3g, 9.58mmol) was dissolved in anhydrous dichloromethane (30mL), and then trifluoroacetic acid (5mL) was added dropwise under an ice bath. The mixture was stirred overnight at room temperature. After the solvent and trifluoroacetic acid were removed, dissolve the obtained mixture in 50mL dichloromethane and adjust the pH of the solution greater than 7 by dilute ammonia. The organic layer was dried over anhydrous Na2SO4 for 6h, and then concentrated under reduced pressure. The crude product was used without further purifying. Subsequently, dissolve the crude product (1.2 equivalent), Fluorobenzoic acids (FBAs) or benzoic acid (BA) (1 equivalent), 1-hydroxybenzotriazole (HOBt) (1 equivalent) and triethylamine (1 equivalent) in 50mL dichloromethane, and then 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI) (1.2 eq.) dissolved in 30mL dichloromethane was added dropwise under an ice bath. The mixture was stirred overnight at room temperature. After the reaction, the solution was washed with saturated NaHCO3 (2×50mL) and brine (50mL). Then the organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EA=1:1, v/v) to give compound 3a-g. |
Tags: 652-18-6 synthesis path| 652-18-6 SDS| 652-18-6 COA| 652-18-6 purity| 652-18-6 application| 652-18-6 NMR| 652-18-6 COA| 652-18-6 structure
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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.
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