O-TOLYLCARBINOL
2-Methylbenzyl alcohol
CAS: 89-95-2
Molecular Formula: C8H10O
O-TOLYLCARBINOL - Names and Identifiers
| Name | 2-Methylbenzyl alcohol |
| Synonyms | o-Tolylmethanol O-TOLYLCARBINOL 2-TOLYL CARBINOL RARECHEM AL BD 0047 2-METHYLBENZYL ALCOHOL 2-Methylbenzyl alcohol ALPHA-HYDROXY-O-XYLENE O-METHYLBENZYL ALCOHOL Benzenemethanol, 2-methyl- |
| CAS | 89-95-2 |
| EINECS | 201-954-2 |
| InChI | InChI=1/C8H10O/c1-7-4-2-3-5-8(7)6-9/h2-5,9H,6H2,1H3 |
O-TOLYLCARBINOL - Physico-chemical Properties
| Molecular Formula | C8H10O |
| Molar Mass | 122.16 |
| Density | 1.0230 |
| Melting Point | 33-36°C(lit.) |
| Boling Point | 109-110°C14mm Hg(lit.) |
| Flash Point | 220°F |
| Solubility | methanol: 0.1g/mL, clear |
| Vapor Presure | 0.75 mm Hg ( 86 °C) |
| Appearance | powder to lump |
| Color | White to Almost white |
| BRN | 1929783 |
| pKa | 14.37±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.5408(lit.) |
O-TOLYLCARBINOL - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes R22 - Harmful if swallowed |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| WGK Germany | 3 |
| HS Code | 29339990 |
O-TOLYLCARBINOL - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| production method | 1. Preparation Method: O-methyl benzyl dimethyl ethyl ammonium bromide (3): in the reaction bottle equipped with stirrer, reflux condenser, add O-methyl benzyl dimethyl amine (2)29.8g, bromoethane 32.7g(0.3mol), anhydrous ethanol 40ml, heating reflux 1H. Additional 10.8g(0.1mol) of bromoethane was added and the reaction was continued for 3H under reflux. Ethanol and unreacted bromoethane were distilled off under reduced pressure. The remainder was added with 47.5 ml of anhydrous diethyl ether, and the precipitated solid was filtered off. The filter cake was washed with diethyl ether and dried under vacuum to obtain 92% -49g of compound (3) in a yield of 95%. O-methyl benzyl acetate (4): In a reaction flask equipped with a stirrer, add 38.7g(0.15mol) of compound (3), 24.6g(0.3mol) of molten sodium acetate, glacial acetic acid 100mL, heating reflux 24h. It was cooled to room temperature, poured into 250ml of water and neutralized with 84g of sodium bicarbonate. The ether was extracted three times, and the ether layers were combined, washed with saturated sodium bicarbonate solution and saturated brine successively, and dried over anhydrous magnesium sulfate. The ether was recovered and then distilled under reduced pressure, and fractions of 119~121 ℃/2.0kPa or 129~131 ℃/2.8kPa were collected to obtain 21.6~22.4g of O-methyl benzyl acetate (4), the yield was 88% ~ 91%. O-methylbenzyl alcohol (1): 50ml of water, 5g(0.12mol) of sodium hydroxide, 16.4g(0.1mol) of the above compound (4) and 50ml of methanol were added to the reaction flask, and the mixture was heated under reflux for 2H. After cooling, 50ml of water was added and the mixture was extracted three times with ether. The ether layers were combined, washed with water, washed with saturated brine, and dried over anhydrous sodium sulfate. After the ether was recovered, 50ml of petroleum ether was added and the mixture was frozen in an ice-salt bath. The precipitated solid was filtered off with suction, washed with cold petroleum ether and dried to obtain 11.6-11.8g of O-methylbenzyl alcohol (1) in a yield of 95%-97%. [1] |
Last Update：2024-04-09 21:04:16
