2-Methylbenzyl alcohol

Base Information

• Chemical Name: 2-Methylbenzyl alcohol
• CAS No.: 89-95-2
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29339990
• European Community (EC) Number: 201-954-2
• NSC Number: 91
• UNII: 7L3M6Y04NC
• DSSTox Substance ID: DTXSID8059001
• Nikkaji Number: J132.821B
• Wikidata: Q27268494
• Metabolomics Workbench ID: 67535
• Mol file: 89-95-2.mol

Synonyms:2-methylbenzyl alcohol;2-methylbenzyl alcohol, 3H-labeled;ortho-methylbenzyl alcohol

Chemical Property of 2-Methylbenzyl alcohol

Chemical Property:

• Appearance/Colour: white crystalline low melting solid
• Vapor Pressure: 0.75 mm Hg ( 86 °C)
• Melting Point: 33-36 °C(lit.)
• Refractive Index: n20/D 1.5408(lit.)
• Boiling Point: 218.4 °C at 760 mmHg
• PKA: 14.37±0.10(Predicted)
• Flash Point: 104.4 °C
• PSA: 20.23000
• Density: 1.022 g/cm³
• LogP: 1.48730
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: 0.1 g/mL, clear
• 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

2-Methylbenzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 22-24/25-37/39-26-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC1=CC=CC=C1CO
• Uses: 2-Methylbenzyl alcohol is widely used strong mobile phase additive in HPLC. it can be used to produce 2-methyl-benzaldehyde at temperature of 20°C. It will need reagent pyridinium chlorochromate with reaction time of 10 min.

Technology Process of 2-Methylbenzyl alcohol

There total 172 articles about 2-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: 94.2%

2-methylphenyl aldehyde (529-20-4) + para-methylacetophenone (122-00-9) → CH3C6H4CH(CH3)OH (536-50-5) + 2-methyl-benzyl alcohol (89-95-2)

Guidance literature:

With sodium tetrahydroborate; tin(ll) chloride; In tetrahydrofuran; for 1.5h; Heating; selectivity, absence of SnCl₂, further solvents;

DOI:10.1246/cl.1987.853

Reference yield: 67.0%

2-formylphenyl propanoate (154366-28-6) → 3-methylcoumarine (2445-82-1) + 2-methyl-benzyl alcohol (89-95-2)

Guidance literature:

With 4 A molecular sieve; 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane 2,8,9-tris(1-methylethyl); In benzene; at 40 ℃; for 3h;

DOI:10.1081/SCC-120003602

Reference yield: 60.0%

o-xylene (95-47-6) → 2-methyl-benzyl alcohol (89-95-2) + 2-methylbenzyl acetate (17373-93-2)

Guidance literature:

With potassium 12-wolframocobalt(III)ate; In water; acetic acid; at 102 ℃; for 49h;

upstream raw materials:

ortho-methylbenzoic acid

ortho-tolylmagnesium bromide

formaldehyd

diethyl ether

Downstream raw materials:

2-methylphenyl aldehyde

ortho-methylbenzoic acid

2,2'-dimethyl-stilbene

1-iodomethyl-2-methylbenzene

Refernces

• 1、 Jaouen, G.,Dabard, R.. "". . p. 43 - 46. Retrieved 1970.
• 2、 Amberchan, Gabriella,Snelling, Rachel A.,Moya, Enrique,Landi, Madison,Lutz, Kyle,Gatihi, Roxanne,Singaram, Bakthan. "Reaction of Diisobutylaluminum Borohydride, a Binary Hydride, with Selected Organic Compounds Containing Representative Functional Groups". supporting information. p. 6207 - 6227. Retrieved 2021/05/06.
• 3、 Padmanaban, Sudakar,Gunasekar, Gunniya Hariyanandam,Yoon, Sungho. "Direct Heterogenization of the Ru-Macho Catalyst for the Chemoselective Hydrogenation of α,β-Unsaturated Carbonyl Compounds". supporting information. p. 6881 - 6888. Retrieved 2021/03/01.