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CAS No. : | 937-41-7 | MDL No. : | MFCD00048145 |
Formula : | C9H8O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WRAQQYDMVSCOTE-UHFFFAOYSA-N |
M.W : | 148.16 g/mol | Pubchem ID : | 61242 |
Synonyms : |
|
Num. heavy atoms : | 11 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 42.27 |
TPSA : | 26.3 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) : | -5.73 cm/s |
Log Po/w (iLOGP) : | 2.04 |
Log Po/w (XLOGP3) : | 2.08 |
Log Po/w (WLOGP) : | 1.78 |
Log Po/w (MLOGP) : | 2.16 |
Log Po/w (SILICOS-IT) : | 2.02 |
Consensus Log Po/w : | 2.02 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.27 |
Solubility : | 0.787 mg/ml ; 0.00531 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.26 |
Solubility : | 0.811 mg/ml ; 0.00547 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -2.51 |
Solubility : | 0.456 mg/ml ; 0.00308 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 2.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.47 |
Signal Word: | Danger | Class: | 9 |
Precautionary Statements: | P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330 | UN#: | 3082 |
Hazard Statements: | H302-H319-H372-H410 | Packing Group: | Ⅲ |
GHS Pictogram: |
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* 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 |
---|---|---|
With pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With lithium hydroxide monohydrate; di-tert-butyl dicarbonate; magnesium sulfate; at 25℃; for 24h; | General procedure: In a 100 mL capacity eggplant-shaped flask, 10.000 grams (106.26 mmol) of 6 phenol, 7.657 grams (106.26 mmol) of 22 acrylic acid, 23.664 grams (106.26 mmol) of 8 di-t-butyl dicarbonate, 0.046 grams (0.53 mmol, 0.5 mol %) of 23 lithium bromide, and 0.064 grams (0.53 mmol, 0.5 mol %) of 24 magnesium sulfate were added successively. Then, reaction was carried out at 25 C. while the mixture was stirred. Accordingly, 25 phenyl acrylate was produced. The reaction result obtained 24 hours after the start of reaction is shown in Table 4. |
35% | With potassium carbonate; 2-chloropyridinium iodide; In dichloromethane; at 20℃; for 4h; | General procedure: To a suspension of 562 mg 2-chloropyridinium iodide (2.2 mmol, 1.1 equiv) and 612 mg potassium carbonate (4.4 mmol, 2.2 equiv) in 20 cm3 dichloromethane, the corresponding acid (2.2 mmol, 1.1 equiv) and the corresponding phenol (2.0 mmol, 1.0 equiv) were added. The reaction was stirred at room temperature for 4 h. Thereaction mixture was then filtered through a silica plug, washed with dichloromethane, and concentrated. The residue was purified by column chromatography to yield the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In dichloromethane; at 20℃; for 24h;Inert atmosphere; | Example 1; Materials and Laboratory Synthesis of the Monomers of the Present Invention; The well plates and most chemicals used in the monomer syntheses and testing, including the alcoholic precursors, triethylamine (TEA), acryloyl chloride, well plates, and acetonitrile, were purchased from Sigma-Aldrich. The dichloromethane also used in the syntheses was purchased from Pharmacia. The material used for the coating formulations was obtained from Allied Photochemical and is a proprietary formulation. Cytec Specialty Chemicals provided HDODA used in the photo-DSC testing. Albemarle Corporation donated the initiator, 2,2-dimethoxy-2-acetophenone (DMPA) used in the photo-DSC studies. The uncoated, polished stainless steel plates were purchased from Q-Panel Products. Methyl ethyl ketone (MEK) for the double rub solvent resistance test was purchased from The Paint Center. Pap-smear cytology fixative spray was obtained from Andwin Scientific. The E. coli was stained using Hema-diff solution 3:thiazine dye from Anaphth.Each alcohol precursor was dissolved in dichloromethane after adding TEA in slight molar excess. Under a ventilation hood, acryloyl chloride was added dropwise producing hydrogen chloride gas, which was, inpart, consumed by the TEA. The round bottom flask was purged with nitrogen for five seconds and stoppered to provide a nitrogen atmosphere for the reaction to take place. The reaction mixture stirred for 24 hours at room temperature using a magnetic stir bar to allow for complete reaction. TEA?HCl precipitate formed which was removed by suction filtration. Unreacted acryloyl chloride was removed by washing with five milliliters (5 ml) of deionized water five times in a separatory funnel. A rotary evaporator was used to remove any excess dichloromethane. The reaction scheme is shown below (Reaction 1). The structure of each monomer was verified by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR).Furthermore, it is recognized that the industrial synthesis would involve a synthetic scheme involving either: 1) the esterification reaction of acrylic acid with the alcoholic precursor, or 2) the transesterification reaction of methyl acrylate (or similar derivative) with the alcoholic precursor with both procedures requiring an acid catalyst, elevated temperatures, and a vacuum to remove the condensate from the reaction vessel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With phosphorus pentachloride In neat (no solvent) 1.) 110-120 deg C, 1 h, 2.) room temp., 2.5 h then 90 deg C, 3 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With aluminium trichloride In neat (no solvent) 1.) cooled by tap water, 16 h, 2.) 80 deg C, 4 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | ||
19.4 g | With aluminium trichloride In neat (no solvent) 1.) 80-90 deg C, 3 h, 2.) 100 deg C, 1 h; Yields of byproduct given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With aluminum (III) chloride |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: To a solution of phosphinothiourea 1b (0.02 mmol) in THF (1.0 mL) was added acrylate (0.4 mmol) at 0 C. After 10 min stirring at this temperature, isatin (0.2 mmol) was added. The reaction mixture was stirred at 0 C (monitoring by TLC). Then the resulting solution was concentrated under reduced pressure and the residue was purified by a flash column chromatography on silica gel to afford the desired adducts and the ee values were determined by HPLC analysis with chiral column. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: To a solution of phosphinothiourea 1b (0.02 mmol) in THF (1.0 mL) was added acrylate (0.4 mmol) at 0 C. After 10 min stirring at this temperature, isatin (0.2 mmol) was added. The reaction mixture was stirred at 0 C (monitoring by TLC). Then the resulting solution was concentrated under reduced pressure and the residue was purified by a flash column chromatography on silica gel to afford the desired adducts and the ee values were determined by HPLC analysis with chiral column. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With [Rh(OH)(cod)]2; In toluene; at 80℃; for 24h;Inert atmosphere; | To a solution of [Rh(OH)(cod)]2 (2.3 mg, 0.0050 mmol, 2 mol % of Rh) in toluene (0.5 mL) were added propargylic alcohol 1 (0.50 mmol) and acrylate ester 2 (1.50 mmol, 3 equiv), and the mixture was heated at 80 C for 24 h. The reaction mixture was passed through a pad of silica gel with Et2O, and it was concentrated on a rotary evaporator. The residue was subjected to preparative TLC (silica gel) or flash column chromatography (silica gel) with hexane/ethyl acetate to give product 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
28%; 47% | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20℃; for 24h; | General procedure: 1 (0.5 mmol), alpha, beta-unsaturated carbonyl 2 (1.0 mmol) and DBU (0.1 mmol) were dissolved in CH2Cl2 (2 mL), and then the reaction mixture was stirred at room temperature. After the reaction was completed, the mixture was directly charged onto silica gel and purified through flash chromatography to furnish the corresponding product 3 and 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
27%; 48% | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20℃; for 24h; | General procedure: 1 (0.5 mmol), alpha, beta-unsaturated carbonyl 2 (1.0 mmol) and DBU (0.1 mmol) were dissolved in CH2Cl2 (2 mL), and then the reaction mixture was stirred at room temperature. After the reaction was completed, the mixture was directly charged onto silica gel and purified through flash chromatography to furnish the corresponding product 3 and 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With C8H20N2O2Pd*2C2H4O2; In N,N-dimethyl-formamide; at 50℃; for 3h; | General procedure: Under air atmosphere, a mixture of olefin (0.5 mmol), arylboronic acid (1.0 mmol), alkoxopalladium complex (4 mg, 2 mol %), oxidant (1.0 mmol) and DMF (1.5 mL) was stirred at 50 C for 3 h. The reaction mixture was cooled to room temperature, and then directly purified by preparative thin layer chromatography on silica gel using petroleum ether/ethyl acetate as an eluent to give desired compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With pyridine; copper dichloride; In 1,4-dioxane; at 100℃; for 1h;Inert atmosphere; Schlenk technique; | General procedure: CuCl2 (7 mg, 10 mol%), alkene (0.5 mmol), 1,4-dioxane (2 mL), CF3SO2Cl (152 mg, 1.8 eq.) and pyridine (4 mg, 10 mol%) were added into a Schlenk tube under a N2 atmosphere. The reaction mixture was stirred at 100 C for 1 h. After being cooled to room temperature, the solid was removed by filtration and washed with DCM (30 mL). The combined organic solution was evaporated, and the resulting crude product was purified by flash column chromatography to give the products 3 or 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With 1,4-diaza-bicyclo[2.2.2]octane; In 1,4-dioxane; dichloromethane; at 20℃; for 40h; | N- trifluoromethylthio-4-nitro phthalimide (65.7mg, 0.225mmol), 1- acrylate, phenyl (22.2mg, 0.15mmol), DABCO (8.75mg, 0.075mmol) and di a mixed solution of methylene chloride and 1,4-dioxane: mixture (volume ratio 1 1,0.45mL) was stirred at room temperature for 40 hours.Concentrated under reduced pressure, by column chromatography to give product 1- (4-nitro-phthalimide) -2-trifluoromethylthio - phenyl propionate, 80% isolated yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | With [4,4?-bis(1,1-dimethylethyl)-2,2?-bipyridine-N1,N1?]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; In methanol; at 20 - 25℃; for 24h;Irradiation; Schlenk technique; Inert atmosphere; | The unreacted olefin I-15 was added to a 10 mL Schlenk tube(R1 = phenolic ester, R2 = hydrogen, n = 0) (37.0 mg, 0.25 mmol)Sodium trifluoromethanesulfinate(78.0 mg, 0.50 mmol) and Ir [dF (CF3) ppy] 2 (dtbbpy) PF6 (5.6 mg, 0.005 mmol).After evacuation of argon, 3 mL of solvent (methanol) was added, and the reaction was carried out by stirring the fluorescent lamp with a Schuling tube.Fluorescent wavelength range of visible light, power 36W, the reaction temperature is room temperature, the reaction time is 24 hours.After completion of the reaction, the reaction was quenched by adding water to the system and extracting with ethyl acetate (3 x 10 mL). The organic phase was separated, dried over anhydrous Na2SO4, filtered and the solvent was removed by rotary evaporation.The residue was purified by column chromatography on ethyl acetate / petroleum ether = 1: 20 to give the desired product II-1532 mg in 58% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52%Spectr. | With C25H42MnNO2P2; In neat (no solvent); at 20℃; for 26h; | A stock solution containing 5 mg / mL (O.Olmmol / mL) of c-[Mn(PNP*tBu)(CO)2] (2) in the particular reaction media (solvent: C6,THF, DCM, or -pentane) was prepared. To 0.5 mL of the stock solution (0.005 mmol catalyst) 1 mmol of nitrile is added followed by the addition of 1 mmol of the specific alpha,beta-unsaturated compound. The mixture stirred at room temperature (-22 C) for the indicated time and quenched by introduction of non-dried -pentane. The yield was determined by integration of lH NMR signals with respect to the suitable standard either toluene for the reaction in THF, dichloromethane, and -pentane, or dioxane for C6 (done before quenching). The products were purified according to the indicated method, isolated yields are reported. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34% | With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In dimethyl sulfoxide; at 100℃; for 15h;Inert atmosphere; | General procedure: A solution of aryl bromide (1mmol, 1equiv), acrylate (2equiv), PdCl2(PPh3)2 (5mol%) and Et3N (5equiv) in DMSO (2mL) under argon was heated at 100C for 15h. Water (10mL) was then added followed by sodium chloride (until saturation) and the reaction mixture was extracted with ethyl acetate (3×15mL). The organic layers were combined and washed with brine, dried over MgSO4, filtered and the solvent was removed under reduced pressure. The residue was purified on a column of silica gel to afford the desired pure coupling product. 4.2.6 (E)-3-(2-Formylphenyl)<strong>[937-41-7]acrylic acid phenyl ester</strong> 11e General Heck procedure using 2-bromobenzaldehyde 16 (185 mg, 1 mmol, 2 equiv) and <strong>[937-41-7]phenyl acrylate</strong> 19e (296 mg, 2 mmol, 2 equiv) affords 11e (86 mg, 0.34 mmol, yield = 34%) as a colorless oil. 1H NMR (300 MHz, CDCl3): delta = 10.20 (s, 1H), 8.65 (d, J = 15.9 Hz, 1H), 7.83-7.72 (m, 1H), 7.65-7.46 (m, 3H), 7.36-7.26 (m, 2H), 7.19-7.06 (m, 3H), 6.48 (d, J = 15.9 Hz, 1H); 13C NMR (75 MHz, CDCl3): delta = 191.8, 164.6, 150.8, 143.1, 136.2, 134.0 (2 signals), 132.8, 130.3, 129.5 (2C), 128.1, 125.9 (2C), 122.2, 121.6; HRMS (ESI+) m/z calcd for C16H13O3 [MH]+ 253.08592, found 253.08644. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | To 50mL three-necked flask, Bis (fluoren-9-yl) methane(Compound 1) 1.00 g (2.9 mmol), tetrabutylammonium bromide 93 mg (0.29 mmol), 5mL THF were added & under a nitrogen atmosphere, it was stirred at roomtemperature. 50wt / wt% sodium hydroxide aqueous solution 0.40 mL was added andstirred for 15 minutes and then cooled to 3 C in an ice bath. Herein, <strong>[937-41-7]phenylacrylate</strong> 0.945 g (6.38 mmol) was added dropwise over 3 minutes, then agedsubsequently for 2 hours. This reaction solution was neutralized with 3Nhydrochloric acid and the desired compound was extracted with ethyl acetate20mL, then the aqueous and organic phases were separated. Bis [9- (2-phenoxycarbonyl ethyl) fluoren-9-yl] methane (Compound 2) in the organic phasewas determined by HPLC (44% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With dmap; oxygen; phenol; at 130 - 140℃; for 9h; | Example 28 In a 50 mL three-neck glass flask equipped with an air inlet, added were 6.5 grams (90 mmol) of acrylic acid, 16.0 grams (75 mmol) of diphenyl carbonate, 0.5 grams (4 mmol) of 4-dimethylaminopyridine as a catalyst, 0.004 grams of phenol as a polymerization inhibitor, and 1.3 grams (7 mmol) of diphenyl ether as an internal standard substance. While air was being blown into the mixture at a rate of 10 mL/min, the mixture was heated to an internal temperature of 130 C. and stirred for 6 hours. Then the mixture was heated to an internal temperature of 140 C. and stirred for 3 hours. As a result, the amount of produced phenyl acrylate was 6.5 grams (44 mmol). The yield of phenyl acrylate relative to diphenyl carbonate was 59%. From the example above, it is found that phenyl ester is obtained efficiently even when the material is changed from methacrylic acid to acrylic acid. |
49% | With magnesium monohydroxide; phenol; at 135℃; for 12h; | Three-necked glass flask equipped with an air inlet tube of 50mL,Acrylic acid 12.1g (168mmol), diphenyl carbonate, 12.0g (56mmol), as a catalyst, from the magnesium hydroxide 0.34g (6mmol), a phenol 0.01g, internal standard as a polymerization inhibitor in diphenylWere placed 0.95g (5mmol). While blowing the air at a flow rate of 10mL per minute to the mixed solution, the internal temperature is stirred for 12 hours, heated to 135 haetdayi result, the resulting phenyl-acrylate was 4.1g (28mmol). The yield of the diphenyl carbonate to phenyl acrylate was 49% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With dipotassium peroxodisulfate; tetrakis(triphenylphosphine) palladium(0); In acetonitrile; at 50℃; for 10h;Sealed tube; | To the screw-in test tube was added 0.25 mmol of phenyl-p-tolyl propynyl ether,0.35 mmol of <strong>[937-41-7]phenyl acrylate</strong>, 0.050 mmol of tetrakistriphenylphosphine palladium,0.50 mmol potassium persulfate, 2 ml acetonitrile,After the reaction was stirred at 50 C for 10 hours, heating and stirring were stopped, and the mixture was cooled to room temperature. The reaction material was evaporated under reduced pressure to remove the solvent, and then purified by column chromatography.To give 2-H-benzopyran derivatives,The column chromatography eluent used was a mixture of petroleum ether and ethyl acetate in a volume ratio of 25: 1,Yield 86%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | General procedure: Imidazolium chloride QAS-2 (0.5 mmol) and alkene (5.0 mmol) were mixed in acetone (10 mL) and the mixture was stirred at r.t. for 10 mins. Then the mixture was cooled to 0 C and KMnO4 (6.0 mmol) was added in portions. The resulting mixture was stirred for further 2 h at 0-5 C. TLC indicated complete consumption of the alkene. Aq NaHSO3 (10 mL) was added in one portion to quench the reaction. The mixture was filtered on Celite, washed thoroughly with acetone. The combined filtrate was concentrated under reduced pressure and the residue was extracted with EtOAc (3 × 10 mL). The organic phase was dried (Na2SO4), filtered, and evaporated to dryness. The crude product was purified by column chromatography (silica gel). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
37%; 43%Spectr. | With ruthenium (III) nanoparticles stabilized on linear polystyrene; In water; at 90℃; for 5h;Sealed tube; | General procedure: To a screw-capped vial with a stirring bar were added PSRh(III)NPs (3.0 mg, 2.5 mol% of Rh), 4-methylphenylboronic acid(68.0 mg, 0.5 mmol), butyl acrylate (153.8 mg, 1.2 mmol), and H2O(1 mL). After stirring at 90 C for 5 h, the reaction mixture wascooled to room temperature by immediately immersing the vial inwater (~20 C) for about 10 min. After separating the catalyst andthe aqueous phase by centrifugation, the aqueous phase was decanted.Recovered catalyst was washed with H2O (5 x 3.0 mL) anddiethyl ether (5 x 3.0 mL), which were then added to the aqueousphase. The aqueous phase was extracted eight times with diethylether. The combined organic extracts were dried over MgSO4 andconcentrated under reduced pressure. The productwas analyzed by1H NMR. The recovered catalyst was dried in vacuo and reused.Furthermore, the amount of Rh metal in the aqueous phasedetermined by ICP-AES analysis was 1.6 ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With caesium carbonate; at 25℃; for 3h; | General procedure: 0.226 g (2.4 mmol, manufactured by Kanto Chemical Co., Inc.) of phenol and a compound represented by formula (I) (R1 is CH3, R2 is CH(CH3)2) (0.413 g, 2.4 mmol) were sequentially added, and the reaction was carried out at 80 C. under stirring,Phenyl methacrylate was produced.The reaction results after 7 hours from the start of the reaction are shown in Table 1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With caesium carbonate; at 25℃; for 3h; | General procedure: 0.226 g (2.4 mmol, manufactured by Kanto Chemical Co., Inc.) of phenol and a compound represented by formula (I) (R1 is CH3, R2 is CH(CH3)2) (0.413 g, 2.4 mmol) were sequentially added, and the reaction was carried out at 80 C. under stirring,Phenyl methacrylate was produced.The reaction results after 7 hours from the start of the reaction are shown in Table 1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With potassium carbonate; In N,N-dimethyl-formamide; at 110℃; for 1.5h;Inert atmosphere; Green chemistry;Catalytic behavior; | General procedure: Screening reactions were carried out in 25 mL round bottomflask. Iodobenzene (200 mg, 1 equivalent), methyl acrylate(1.1 equivalents), catalyst (10 mg) and K2CO3 (1.5 equivalent)were taken into a 25 mL round bottom flask. 3 mL ofDMF was added. The reaction was kept under an argon atmosphereat 110 C. Reaction was monitored by TLC. Extractedthe product with diethyl ether and 3 times water work up.Percentage of yield was determined by using gas chromatography.Heck coupling reactions were done in the speciallydesigned reaction flask. Aryl halides (2 g, 1 equivalent),olefins (1.1 equivalents) and base (1.5 equivalents) were takeninto the reaction flask. Catalyst coated cordierite monolithwasput inside the flask. The reaction was kept under an argonatmosphere at 110 C. The reaction was monitored by TLC.After completion of the reaction, the coupled product wasextracted by diethyl ether and washed 3 times with water toremove the solvents and base. Catalyst coated monolith wasremoved from the flask, washed with water to remove solventand base. Then washed with n-hexane to remove organicimpurities and dried in a hot air oven for 2 h at 200 C. Driedcatalyst cartridge was reused for two more substrates of Heckcoupling reactions. The product was isolated using column chromatography.The eluents used were pet ether and ethyl acetate. The ratiowas standardised by usingTLCaccording to the polarity of theproducts. Coupled products were characterized by 1H NMR,13C NMR, IR spectra and mass spectra. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With triethylamine; In chloroform;Reflux; | General procedure: In a 1000 mL round-bottom flask equipped with condenser and magnetic stirring bar, 1 (210.0 g, 0.90 mol), the appropriate acrylate (0.90 mol) and triethyl amine (11.0 mL, 0.09 mol) were dissolved in chloroform (260 mL). The solution was heated to reflux and stirredat that temperature overnight. After cooling down, water (200 mL) and conc. HCl (7.5 mL) were added to the solution and stirred for 30 min. The organic layer was separated and dried with sodium sulfate. After removing the solvent the product was dried under reduced pressure. The chemical structures are outlined in Schemes 5-10. |
Tags: 937-41-7 synthesis path| 937-41-7 SDS| 937-41-7 COA| 937-41-7 purity| 937-41-7 application| 937-41-7 NMR| 937-41-7 COA| 937-41-7 structure
[ 73839-82-4 ]
Di(naphthalen-(Z)-2-yl) maleate
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[ 1092853-38-7 ]
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Precautionary Statements-General | |
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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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