2-Hydroxy-5-methylbenzyl alcohol

Base Information

• Chemical Name: 2-Hydroxy-5-methylbenzyl alcohol
• CAS No.: 4383-07-7
• Molecular Formula: C8H10 O2
• Molecular Weight: 138.166
• NSC Number: 85475
• UNII: 19A102730X
• DSSTox Substance ID: DTXSID70292778
• Nikkaji Number: J13.611E
• Wikidata: Q27894443
• Mol file: 4383-07-7.mol

Synonyms:2-hydroxy-5-methylbenzyl alcohol;2-(Hydroxymethyl)-4-methylphenol;4383-07-7;Homosaligenin;O-Methylol-p-cresol;2-Hydroxymethyl-4-methylphenol;5-Methylsalicyl alcohol;NSC-85475;Benzenemethanol, 2-hydroxy-5-methyl-;2-Hydroxy-5-methylbenzenemethanol;(2-Hydroxy-5-methylphenyl)methanol;Benzyl alcohol, 2-hydroxy-5-methyl-;19A102730X;NSC85475;hydroxymethyl-p-cresol;SCHEMBL255991;4-methyl-6-hydroxymethylphenol;DTXSID70292778;UNII-19A102730X;2-(hydroxymethyl)-4-methyl-phenol;2-(Hydroxymethyl)-4-methylphenol #;MFCD06202805;AKOS012630009;BS-41666;CS-0452562;EN300-1848629;A826460;AE-562/43461492;Q27894443

Chemical Property of 2-Hydroxy-5-methylbenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.0174mmHg at 25°C
• Boiling Point: 246.3°C at 760 mmHg
• PKA: pK1:10.15 (25°C)
• Flash Point: 116.8°C
• PSA: 40.46000
• Density: 1.171g/cm³
• LogP: 1.19290
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxymethyl-4-methyl-phenol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)CO

Technology Process of 2-Hydroxy-5-methylbenzyl alcohol

There total 25 articles about 2-Hydroxy-5-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: 97.0%

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 2-hydroxymethyl-4-methylphenol (4383-07-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1055/s-0036-1589127

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + p-cresol (106-44-5) → 2-hydroxymethyl-4-methylphenol (4383-07-7)

Guidance literature:

With sodium metaborate tetrahydrate; In water; at 40 ℃; for 20h; regioselective reaction; Green chemistry;

DOI:10.1039/c4ob00228h

Reference yield: 83.0%

p-cresol (106-44-5) → 2-hydroxymethyl-4-methylphenol (4383-07-7)

Guidance literature:

In 1,2-dimethoxyethane; xylene; at 135 ℃; for 12h;

DOI:10.1055/s-1980-28942

upstream raw materials:

formaldehyd

p-cresol

6-Chlor-2-hydroxymethyl-4-methylphenol

2-bromo-6-(hydroxymethyl)-4-methyl-phenol

Downstream raw materials:

2-hydroxy-5-methylazobenzene

4-methyl-2,4'-methanediyl-di-phenol

4-methyl-2,2'-methanediyl-di-phenol

2,2'-methylenebis(4-methylphenol)

Refernces

• 1、 Ingenfeld, Bj?rn,Straub, Steffen,Fr?mbgen, Christopher,Lützen, Arne. "Synthesis of Monofunctionalized Calix[5]arenes". . p. 676 - 684. Retrieved 2017/11/16.
• 2、 Hashimoto, Takuya,Shimazaki, Yuto,Omatsu, Yamato,Maruoka, Keiji. "Indanol-Based Chiral Organoiodine Catalysts for Enantioselective Hydrative Dearomatization". supporting information. p. 7200 - 7204. Retrieved 2018/06/15.