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CAS No. : | 84851-56-9 |
Formula : | C10H12O3 |
M.W : | 180.20 |
SMILES Code : | O=C(OC)C1=CC=C(C(O)C)C=C1 |
MDL No. : | MFCD00216476 |
InChI Key : | KAXLTAULVFFCNL-UHFFFAOYSA-N |
Pubchem ID : | 586417 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 13 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.3 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 48.66 |
TPSA ? Topological Polar Surface Area: Calculated from | 46.53 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 2.09 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 1.85 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 1.2 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 1.67 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 1.74 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 1.71 |
Log S (ESOL):? ESOL: Topological method implemented from | -2.27 |
Solubility | 0.976 mg/ml ; 0.00542 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (Ali)? Ali: Topological method implemented from | -2.45 |
Solubility | 0.642 mg/ml ; 0.00356 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | -2.33 |
Solubility | 0.837 mg/ml ; 0.00465 mol/l |
Class? Solubility class: Log S scale | Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg | High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg | Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) | No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) | No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) | No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) | No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) | No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) | No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from | -6.09 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 0.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 0.0 |
Muegge? Muegge (Bayer) filter: implemented from | 1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat | 0.55 |
PAINS? Pan Assay Interference Structures: implemented from | 0.0 alert |
Brenk? Structural Alert: implemented from | 0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from | No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) | 1.64 |
* 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 |
---|---|---|
98.6% | In tetrahydrofuran; ethanol; | EXAMPLE 1 71.2 g (0.4 mol) of methyl 4-acetylbenzoate, 300 ml of tetrahydrofuran and 100 ml of ethanol were supplied into a four-necked flask equipped with a stirrer and a thermometer. Then 7.6 g (0.2 mol) of sodium boron hydride was added at 15-25 C. over a period of 3 hours. The mixture was maintained at the same temperature for 5 hours and the resulting reaction solution was poured into ice-water and extracted twice with 400 ml of ethyl acetate. The organic layer was concentrated under reduced pressure to obtain 71.0 g of methyl 4-(1-hydroxyethyl)benzoate (IIII-1) in a 98.6% yield. |
96% | With bis(2-hydroxyethyl)ammonium formate; palladium dichloride; In N,N-dimethyl-formamide; at 20℃; for 0.25h;Inert atmosphere; | General procedure: (Table 2, entry 4): To a solution of acetophenone (1) (120 mg, 1.00 mmol) in [BHEA][HCO2] (5.00 mL, 39.7 mmol) was added PdCl2 (17,7 mg, 10.0 mol%) at rt and the mixture was stirred at the same temperature for 6 h under argon atmosphere. The mixture was poured into brine (10 mL) and extracted with EtOAc (10 × 10 mL). The organic layer was washed with brine (100 mL) and dried with MgSO4. After removal of the solvent, the residue was subjected to column chromatography (Merck kieselgel 60, phi = 2.0 cm, l = 11.5 cm; EtOAc-hexane, 1:5) to give 1-phenylethanol (2) as colorless oil; yield: 110 mg (90%). |
96% | With bis(2-hydroxyethyl)ammonium formate; palladium dichloride; In N,N-dimethyl-formamide; at 20℃; for 0.25h;Inert atmosphere; | General procedure: To a solution of 4'-(trifluoromethyl)acetophenone (3e) (188 mg, 1.00 mmol) in DMF (5.00 mL) was added [BHEA][HCO2] (5.00 mL, 39.7 mmol) and PdCl2 (35.5 mg, 20.0 mol %) at rt and the reaction mixture was stirred at the same temperature for 2 h under argon atmosphere. The mixture was poured into brine (10 mL) and extracted with Et2O (10 10 mL). The organic layer was washed with brine (150 mL) and dried with MgSO4. After removal of the solvent, the residue was subjected to column chromatography (Merck Kieselgel 60, Phi=2.0 cm, l=7.5 cm; EtOAc-hexane, 1:5) to give 1-(4-trifluoromethylphenyl)ethanol (4e) as colorless oil; yield: 174 mg (91%). |
94% | With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; tetrabutyl-ammonium chloride; In 2-methyltetrahydrofuran; water; at 60℃; for 2.7h;Schlenk technique; | General procedure: In a Schlenk tube (10mL), a solution of ketone compound (1mmol), tetrabutylammonium chloride (20mg, 72mumol, 7mol%), and Pd/C 5% wt (50% in water) (55mg, 26mumol, 2.6mol%) in 2-MeTHF (1mL) was stirred at room temperature (20C) for 10-20min. To this mixture was added a solution of sodium hypophosphite monohydrate (424mg, 4mmol, 4equiv) in water (2.5mL). The reaction mixture was heated at 60C. After dilution in CH2Cl2 (10mL), water (10mL) was added. The aqueous phase was extracted with CH2Cl2 (2×20mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. Purification by flash chromatography on silica gel was performed for products 4a, 5a, 10a, 12a, 15a, and 19c. 4.2.1 4-(1-Hydroxyethyl)benzoic acid methyl ester [84851-56-9]11d (1a) (0021) Procedure A; 2.7h; colorless oil (170mg, 94%). 1H NMR (300MHz, CDCl3) delta (ppm)=1.51 (d, 3H, J=6.5Hz, CH3), 1.84 (brs, 1H, OH), 3.91 (s, 3H, OCH3), 4.97 (q, 1H, J=6.5Hz, CH-OH), 7.45 (d, 2H, J=8.3Hz, Harom), 8.02 (d, 2H, J=8.3Hz, Harom). |
85% | With sodium tetrahydroborate; ethanol; at 0 - 20℃; for 12.5h; | methyl 4-( I -hydroxy ethyl) benzoate. To a solution of methyl 4-acetylbenzoate (1.78 g, 10 mmol) in ethanol (100 mL) was added sodium borohydride (0.76 g, 20 mmol) in portions at 0C. The mixture was stirred for 30 minutes and warmed to 20C. Then the mixture was stirred at the same temperature for 12 hours. After that, the mixture was concentrated in vacuo to give methyl 4-(l -hydroxy ethyl) benzoate (1.54 g, 85%). |
85% | With sodium tetrahydroborate; ethanol; at 0 - 20℃; for 12.5h; | To a solution of methyl 4-acetylbenzoate (1.78 g, 10 mmol) in ethanol (100 mL) was added sodium borohydride (0.76 g, 20 mmol) in portions at 0 C. The mixture was stirred for 30 minutes and warmed to 20 C. Then the mixture was stirred at the same temperature for 12 hours. After that, the mixture was concentrated in vacuo to give methyl 4-(1-hydroxyethyl)benzoate (1.54 g, 85%). |
44.9% | With methanol; sodium tetrahydroborate; at 20℃; for 0.25h; | A solution of methyl 4-acetylbenzoate (220 mg, 0.8 mmol) in methanol was added(50 mL) was added sodium borohydride (60 mg, 1.6 mmol) and stirred at room temperature for 15 minutes.An appropriate amount of water was added to the system and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate and concentrated to give the title compound 20 (100 mg, 44.9%). |
With sodium tetrahydroborate; ethanol; at 0℃; for 1h; | To a stirred solution of methyl 4-acetylbenzoate (358 mg, 2.0 mmol) in EtOH (10 mL) was added NaBH4 (152 mg, 4 mmol) at 0 C. The resulting mixture was stirred at same temperature for 1 h. The excess solvent was removed under vacuum. And the residue was quenched with H20, and extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with brine (40 mL), dried over sodium sulfate, and concentrated under vacuum. The crude product was obtained as colorless oil (310 mg, 86%) and used directly into next step. 1H NMR (400 MHz, CDC13) delta 8.07 - 7.96 (m, 2H), 7.44 (d, J = 8.2 Hz, 2H), 5.04 - 4.87 (m, 1H), 3.91 (s, 3H), 1.50 (d, J = 6.5 Hz, 3H). 13C NMR (100 MHz, CDC13) delta 167.0, 150.9, 129.9 (2C), 129.2, 125.3 (2C), 70.0, 52.1, 25.3. | |
81%Chromat. | With C28H35ClCoN5(1+)*Cl(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 60℃; under 37503.8 Torr; for 16h;Autoclave; | General procedure: In an argon filled glove box, the cobalt catalyst (LNHC/CoCl2 or Co-2a) and the base wereweighted into a 4mL vial equipped with a magnetic stir bar, followed by addition of the solvent.After shaking of the vial for 30 seconds, the carbonyl substrate was then added. The vial wasplaced into a Parr Instruments autoclave, which was then sealed, removed from the glove boxand purged with hydrogen gas. The autoclave was heated to certain temperature. After reactionfor 16 hours, the autoclave was cooled down to 0 oC before releasing the hydrogen gas. Forquantitative GC analysis, biphenyl (1.0 mmol) as internal standard was added. The organiclayer was then filtrated and diluted for GC analysis. The stereo-selectivity of the hydrogenatedproducts of cyclohexanones were determined by NMR with mesitylene as the internal standard.The desired hydrogenation product was further isolated by flash column chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
To a solution of methyl-4-(l-hydroxyethyl)benzoate (2.00 g, 11.10 mmol) in a mixture of THF (20 mL) and MeOH (10 mL) was added 1 M KOH (13.32 mL, 13.32 mmol). After stirring at room temperature overnight, the solution was diluted with 2 N HCl and extracted with EtOAc (4x). The combined organic layers were dried (MgSO4) and evaporated to give 4-(l-hydroxyethyl)benzoic acid as a colorless solid. 1H NMR (DMSO-dzeta, 600 MHz) delta 7.86 (d, J = 8.6 Hz, 2H), 7.43 (d, J = 8.3 Hz, 2H), 4.75 (q, J = 6.5 Hz, IH), 1.30 (d, J = 6.6 Hz, 3H). MS: cal'd 167 (MH+), exp 167 (MH+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.5% | In N-methyl-acetamide; | EXAMPLE 33 1.8 g (10 mmol) of (+)-methyl 4-(1-hydroxyethyl)benzoate (V-1) obtained in Example 1 was dissolved in 30 ml of dimethylformamide and then cooled to 10 C. 0.3 g (13 mmol) of sodium hydride was added thereto and stirred at a temperature of 30-35 C. for a hour. Then, 4.8 g (14 mmol) of n-dodecyl tosylate was added at a temperature of 20-25 C., and thereafter stirred at 40 C. for 3 hours. After completion of the reaction, the reaction mixture was poured into ice-water and then subjected to extraction-treatment with 100 ml of ether. The organic layer was water-washed and then concentrated in vacuo. The residue was then purified through a column chromatography to obtain 3.08 g of (+)-methyl 4-(1dodecyloxyethyl)benzoate (VII-33). Yield: 88.5%, nD20 =1.4762, [alpha]D20 +29.6 (c=1, CHCl3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92.5% | In 1-methyl-pyrrolidin-2-one; | EXAMPLE 2 A solution of 3.6 g (0.02 mol) of V-1 obtained in Example 1 in 30 ml of N-methylpyrrolidone was cooled to 5 C., followed by addition of 0.95 g (0.04 mol) of sodium hydride. The mixture was maintained at 30-35 C. for one hour, then added with 7.1 g (0.05 mol) of methyl iodide at 15-20 C. and reacted at 20-30 C. for 2 hours and further at 40-50 C. for additional 2 hours. The resulting reaction mixture was poured into ice-water and extracted with 60 ml of ethyl acetate. The extract was further treated according to Example 1 to obtain 3.59 g (92.5% yield) of (+)-methyl 4-(1-methoxyethyl)benzoate (VII-2). ([alpha]D20 =+75.9 (c=1, CHCl3), nD20 =1.4996). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In tetrahydrofuran; N-methyl-acetamide; | EXAMPLE 4 3.6 g (0.02 mol) of V-1 obtained in Example 1 was dissolved in a solution of 20 ml of dimethylformamide and 10 ml of tetrahydrofuran and cooled to 10 C. Then 0.62 g (0.026 mol) of sodium hydride was added and the mixture was maintained at 30-35 C. for one hour. This mixture was further added with 8.26 g (0.032 mol) of omega-ethoxypropyl tosylate and reacted at 50-60 C. for 5 hours. The reaction mixture was treated according to Example 1 to give 4.79 g (90% yield) of (+)-methyl 4-(1-omega-ethoxypropoxyethyl)benzoate (VII-4). ([alpha]D20 =+46.5 (c=1, CHCl3), nD20 =1.4933). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | In N-methyl-acetamide; | EXAMPLE 3 A solution consisting of 3.6 g (0.02 mol) of V-1 obtained in Example 1 and 30 ml of dimethylformamide was cooled to 10 C., then added with 0.62 g (0.026 mol) of sodium hydride and kept at 30-35 C. for one hour. The mixture was further added with 7.69 g (0.03 mol) of n-hexyl tosylate at 20-25 C. and reacted at 40-50 C. for 5 hours. The reaction mixture was treated according to Example 1 to obtain 4.60 g (92% yield) of (+)-methyl 4-(1-hexyloxyethyl)benzoate (VII-3). ([alpha]D20 =+60.6 (c=1, CHCl3), nD20 =1.4922). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium cyanoborohydride; In methanol; chloroform; water; | (a) Methyl 4-(1-bromoethyl)benzoate was obtained as follows: 2 M Methanolic hydrochloric acid was added in portions to a stirred suspension of 3.6 g. of methyl 4-acetylbenzoate (obtained as a solid, m.p. 90-92 C., by conventional esterification of the corresponding acid) and 1.4 g. of sodium cyanoborohydride in methanol containing a single crystal of the indicator methyl orange, so that a red colour persisted. After 4 hours a further 173 mg. of sodium cyanoborohydride was added and the red colour again maintained by addition of 2 M methanolic hydrochloric acid. One hour after the final addition of reagents the solvents were evaporated and the residue was dissolved in water. The solution obtained was extracted with ether. The extracts were then dried (Na2 SO4) and evaporated. The residue was purified by chromatography on silica using 3:97 v/v ether and chloroform as eluant to give 2.9 g. (80%) methyl 4-(1-hydroxyethyl)benzoate as a yellow oil; partial NMR: 1.50 (d,3H,CH3), 3.91 (s,3H, OCH3), 4.94 (q, 1H,CH.OH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In N-methyl-acetamide; | 3.6 g (0.02 mol) of V-1 was dissolved in 30 ml of dimethylformamide and cooled to 10° C. Then 0.62 g (0.026 mol) of sodium hydride was added and the mixture was maintained at 30°-35° C. for one hour. Then the solution was further added with 6.0 g (0.028 mol) of n-propyl tosylate at 20°-25° C. and reacted at 40° C. for 5 hours. The reaction mixture was poured into ice-water and extracted with 50 ml of ethyl acetate. The organic layer was washed with water and concentrated under reduced pressure, and the concentrated residue was purified by column chromatography to obtain 4.0 g (90percent yield) of (+)-methyl 4-(1-propoxyethyl)benzoate (VII-1). ([alpha]D20 =+63.4° (c=1, CHCl3), nD20 =1.4928). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In hexane; ethyl acetate; | 72.0 g (0.324 mol) of IV-1 was mixed with 400 ml of a 0.3M phosphate buffer (pH 7.5) and 4.8 g of Amano Lipase P and stirred vigorously at 40-45 C. for 40 hours. The resulting reaction mixture was extracted with 600 ml of methyl isobutyl ketone. The organic layer was concentrated under reduced pressure and the residue was purified by column chromatography using a 12:1 mixed solution of hexane and ethyl acetate as an eluding solvent to obtain 25.52 g of (+)-methyl 4-(1-hydroxyethyl)benzoate (V-1) ([alpha]D20 =+42.3 (c=1, CHCl3), 99.4% ee, m.p.=52-53 C.) and 39.6 g of unreacted ester. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide; | 4-(1-Propoxyethyl)benzoic Acid Methyl 4-(1-hydroxyethyl)benzoate (2.0 g) dissolved in DMF (30 ml) was mixed with propyl iodide (3.8 g), and then sodium hydride (50% in oil, 0.53 g) was added. After the end of the exothermic reaction, the mixture was stirred for 1 hour and then water was cautiously added. It was extracted with ethyl acetate, and the organic phase was dried over sodium sulfate, filtered and concentrated. The residue was hydrolyzed by method P-a. This resulted in the product with the molecular weight of 208.26 (C12H16O3); MS (ESI): 209 (M+H+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Step 1: A solution of methyl 4-formylbenzoate (8 g, 48.7 mmol, 1 eq) in THF (150 ml_) was cooled to -78C. Methyl magnesium bromide (3M in Et2O, 16.2 ml_, 48.7 mmol, 1 eq) was added dropwise to the solution over 15 min. The resulting mixture was stirred 16h, allowing it to warm to room temperature. Upon quenching the reaction with saturated NH4CI, the organic layer was removed, washed with saturated NH4CI, dried over anhydrous MgSO4, filtered and evaporated to afford a crude yellow oil which was subjected to silica gel chromatography (0% to 50% EtOAc in hexanes) to afford the desired product as a free-flowing pale yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With vinyl acetate; Lipase PS; In tetrahydrofuran; at 30℃; for 16h; | Step 2:The racemic alcohol prepared in Step 1 (1.8 g, 10.0 mmol, 1 eq) and vinyl acetate (2.8 ml_, 30.0 mmol, 3 eq) were dissolved in THF (60 ml_). Lipase PS (900 mg) was added, and the reaction heated at 30C for 16h. The resulting mixture was filtered through a pad of silica, and the pad was subsequently washed with 200 mL EtOAc. The combined filtrates were evaporated and the crude residue purified via silica gel chromatography (0% to 100% EtOAc in hexanes) to afford the enantiomerically pure (R) alcohol (99.7:0.3 er, Chiracel OJ column, 90:10 hexanes:IPA, 10.7 min (minor), 13.7 min (major)) (900 mg). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41.27% | With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20℃; for 16h; | Example 29 (+-)-4-[1-(4-Cyano-3-trifluoromethyl-phenoxy)-ethyl]-benzoic Acid Methyl Ester (+-)-4-[1-(4-cyano-3-trifluoromethyl-phenoxy)-ethyl]-benzoic acid methyl ester was prepared as follows: To a cooled solution (0 C.) of methyl-4-(1-hydroxyethyl)benzoate (1.00 g, 5.549 mmol) and 4-fluoro-2-(trifluoromethyl)benzonitrile (1.049 g, 5.549 mmol) in anhydrous dimethylformamide (8 mL) was added NaH (0.222 g as a 60% dispersion in mineral oil). The reaction mixture was allowed to warm to room temperature and was then stirred under nitrogen for 16 hr. The crude reaction mixture was added to ethyl acetate (150 ml) and was washed with saturated aqueous ammonium chloride (2*150 mL), water (1*150 mL), and saturated aqueous sodium chloride (1*150 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The crude material was chromatographed using hexanes and ethyl acetate (4:1) to afford 0.800 g (41.27% yield) of a viscous colorless oil; 1H NMR (400 MHz; CDCl3) delta 8.03 (d, 2H, J=8.3 Hz), 7.63 (d, 1H, J=8.3 Hz), 7.40 (d, 2H, J=8.3 Hz), 7.26 (apparent s occluded by solvent, 1H), 6.97 (dd, 1H, J=8.54, 2.44 Hz), 5.43 (q, 1H, J=6.34 Hz), 3.90 (s, 3H), 1.69 (d, 3H, 6.34 Hz); MS (APCI+) 373.1 ([M+1]+Na); CHN theoretical/actual: C, 61.89/61.90, H, 4.04/4.02, N, 4.01/3.94, F 16.32/16.20. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | Methyl 4-(l-methoxyethyl)benzoate. To the solution of methanol (53 mg,1.67 mmol) in perchloromethane (80 mL) was added bismuth (III) bromide (743 mg, 1.67 mmol), the mixture was stirred for 30 minutes at room temperature, the methyl 4-(l -hydroxy ethyl)benzoate (300 mg, 1.67 mmol) was added, the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether / ethyl acetate = 20: 1) to give methyl-4-(l-methoxyethy l)benzoate (185 mg, 57%), as oil. | |
57% | Methyl 4-(1-methoxyethyl)benzoate To the solution of methanol (53 mg, 1.67 mmol) in perchloromethane (80 mL) was added bismuth (III) bromide (743 mg, 1.67 mmol), the mixture was stirred for 30 minutes at room temperature, the methyl 4-(1-hydroxyethyl)benzoate (300 mg, 1.67 mmol) was added, the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give methyl-4-(1-methoxyethyl)benzoate (185 mg, 57%), as oil. |
Tags: 84851-56-9 synthesis path| 84851-56-9 SDS| 84851-56-9 COA| 84851-56-9 purity| 84851-56-9 application| 84851-56-9 NMR| 84851-56-9 COA| 84851-56-9 structure
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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.
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