4-Hydroxybenzyl alcohol

Base Information

• Chemical Name: 4-Hydroxybenzyl alcohol
• CAS No.: 623-05-2
• Molecular Formula: C7H8O2
• Molecular Weight: 124.139
• Hs Code.: 29072900
• European Community (EC) Number: 210-768-0
• NSC Number: 227926
• UNII: 1A3AH1FP1B
• DSSTox Substance ID: DTXSID8073920
• Nikkaji Number: J6.843H
• Wikipedia: Gastrodigenin
• Wikidata: Q5526828
• Metabolomics Workbench ID: 41499
• ChEMBL ID: CHEMBL202132
• Mol file: 623-05-2.mol

Synonyms:4-(Hydroxymethyl)phenol;4-hydroxybenzyl alcohol;4-methylol phenol;gastrodigenin;p-hydroxybenzyl alcohol

Chemical Property of 4-Hydroxybenzyl alcohol

Chemical Property:

• Appearance/Colour: Pink to beige crystalline powder
• Vapor Pressure: 0.0104mmHg at 25°C
• Melting Point: 110-112 °C
• Refractive Index: 1.595
• Boiling Point: 252 °C at 760 mmHg
• PKA: pK1:9.82 (25°C)
• Flash Point: 145.8 °C
• PSA: 40.46000
• Density: 1.22 g/cm³
• LogP: 0.88450
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive/Air Sensitive
• Solubility.: 6.7g/l soluble
• Water Solubility.: Soluble in water (6.7 mg/ml at 20°C), dioxane (100 mg/ml), 1N NaOH (50 mg/ml), DMSO, and methanol.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 75

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxybenzyl alcohol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1=CC(=CC=C1CO)O
• Uses: 4-Hydroxybenzyl alcohol is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 4-Hydroxybenzyl alcohol

There total 183 articles about 4-Hydroxybenzyl 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: 100.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (4-hydroxyphenyl)methanol (623-05-2)

Guidance literature:

With N-methylpyrrolidine zinc borohydride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1081/SCC-120015705

Reference yield: 70.0%

Ethyl 4-hydroxybenzoate (120-47-8) → (4-hydroxyphenyl)methanol (623-05-2)

Guidance literature:

With zinc(II) tetrahydroborate; In tetrahydrofuran; for 4h; Inert atmosphere; Reflux;

DOI:10.14233/ajchem.2016.19448

Reference yield:

bis-(2-phenylacetylamino-ethyl)-carbamic acid 4-nitro-phenyl ester (757967-03-6) → phenylacetic acid (103-82-2) + 2-aminoethylimidazolidone (6281-42-1) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + (4-hydroxyphenyl)methanol (623-05-2) + carbon dioxide (124-38-9,18923-20-1)

Guidance literature:

With water; penicillin-G-amidase; In Chremephor EL; dimethyl sulfoxide; at 37 ℃; pH=7.4; Kinetics; Enzymatic reaction; Aqueous phosphate buffer;

upstream raw materials:

Ethyl 4-hydroxybenzoate

4-benzyloxybenzyl alcohol

3,5-dibromo-4-hydroxybenzyl alcohol

formaldehyd

Downstream raw materials:

4-hydroxybenzyl methyl ether

4-(((4-methoxyphenyl)amino)methyl)phenol

4-p-Phenetidinomethyl-phenol

4-(2-nitropropyl)phenol

Refernces

• 1、 Komiyama, Makoto. "Selective Synthesis of 4-Hydroxymethylphenol catalysed by Cyclodextrins having Hydroxypropyl Residues". . p. 651 - 652. Retrieved 1988.
• 2、 Freeman,Lewis. "". . p. 2080. Retrieved 1954.
• 3、 Cai, Zongyu,Deng, Liming,Geng, Xinqian,Hu, Lijun,Jiao, Shixuan,Li, Zheng,Ren, Qiang,Wang, Bin,Yang, Ying,Zhang, Luyong,Zhou, Zongtao. "Discovery of new and highly effective quadruple FFA1 and PPARα/γ/δ agonists as potential anti-fatty liver agents". supporting information. . Retrieved 2021/12/27.
• 4、 -. "Method for synthesizing primary alcohol in water phase". Paragraph 0034-0035. . Retrieved 2021/07/14.