3-Methylbenzyl alcohol

Base Information

• Chemical Name: 3-Methylbenzyl alcohol
• CAS No.: 587-03-1
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29062990
• European Community (EC) Number: 209-595-3
• NSC Number: 9397
• UNII: TTG38P37U6
• DSSTox Substance ID: DTXSID4039497
• Nikkaji Number: J134.611C
• Wikidata: Q27290322
• Metabolomics Workbench ID: 67619
• Mol file: 587-03-1.mol

Synonyms:3-MBA;3-methylbenzyl alcohol

Chemical Property of 3-Methylbenzyl alcohol

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.0733mmHg at 25°C
• Melting Point: <-20 °C
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 218.4 °C at 760 mmHg
• PKA: 14.63±0.10(Predicted)
• Flash Point: 105.6 °C
• PSA: 20.23000
• Density: 1.022 g/cm³
• LogP: 1.48730
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99% ^*data from raw suppliers

3-Methylbenzyl Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC1=CC(=CC=C1)CO
• Uses: 3-Methylbenzyl Alcohol is useful for the synthesis of dialkyl aryl phosphates and dialkyl arylalkyl phosphates which possesses inhibitory activities against acetylcholinesterase (AChE) and butyrylchlorinesterase (BChE).

Technology Process of 3-Methylbenzyl alcohol

There total 88 articles about 3-Methylbenzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

m-tolyl aldehyde (620-23-5) → 3-methylbenzyl alcohol (587-03-1)

Guidance literature:

With alumina; isopropyl alcohol; at 180 ℃; for 0.666667h; under 11251.1 Torr; Microwave irradiation; Sealed tube;

DOI:10.1002/cctc.202001284

Reference yield: 98.0%

ethyl 3-methylbenzoate (120-33-2) → 3-methylbenzyl alcohol (587-03-1)

Guidance literature:

ethyl 3-methylbenzoate; With diethylzinc; lithium chloride; In tetrahydrofuran; hexane; at 20 ℃; for 6h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; hexane; water; at 20 ℃; for 8h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201406176

Reference yield: 95.0%

N,N-Diethyl-3-methylbenzamide (134-62-3,94271-03-1) → 3-methylbenzyl alcohol (587-03-1)

Guidance literature:

With pyrrolidine; n-butyllithium; borane-THF; at 25 ℃;

DOI:10.1016/S0040-4039(00)77498-3

upstream raw materials:

diethyl ether

methylammonium carbonate

(3-methylbenzyl)magnesium bromide

m-toluamide

Downstream raw materials:

Methanesulfonic acid 3-methyl-benzyl ester

3-methylbenzyl acetate

3-methylbenzyl acrylate

2-(3-Methyl-benzyloxymethyl)-oxirane

Refernces

• 1、 Moser,Sause. "-". . p. 631. Retrieved 1950.
• 2、 Tseliou, Vasilis,Schilder, Don,Masman, Marcelo F.,Knaus, Tanja,Mutti, Francesco G.. "Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity". supporting information. p. 3315 - 3325. Retrieved 2020/12/11.
• 3、 Gholap, Sandeep Suryabhan,Dakhil, Abdullah Al,Chakraborty, Priyanka,Li, Huaifeng,Dutta, Indranil,Das, Pradip K.,Huang, Kuo-Wei. "Efficient and chemoselective hydrogenation of aldehydes catalyzed by well-defined PN3-pincer manganese(ii) catalyst precursors: An application in furfural conversion". supporting information. p. 11815 - 11818. Retrieved 2021/11/30.