4-(Hydroxymethyl)phenylacetic acid

Base Information

• Chemical Name: 4-(Hydroxymethyl)phenylacetic acid
• CAS No.: 73401-74-8
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29181990
• European Community (EC) Number: 627-369-6
• DSSTox Substance ID: DTXSID20391028
• Nikkaji Number: J698.420G
• Wikidata: Q70000040
• Mol file: 73401-74-8.mol

Synonyms:4-(Hydroxymethyl)phenylacetic acid;73401-74-8;2-(4-(Hydroxymethyl)phenyl)acetic acid;2-[4-(hydroxymethyl)phenyl]acetic Acid;4-(Hydroxymethyl)Phenylaceticacid;4-Hydroxymethylphenylacetic acid;MFCD00065692;[4-(hydroxymethyl)phenyl]acetic acid;Benzeneacetic acid, 4-(hydroxymethyl)-;Benzeneacetic acid,4-(hydroxymethyl)-;SCHEMBL110198;4-hydro-xymethylphenylacetic acid;DTXSID20391028;FWZBPBKAANKOJQ-UHFFFAOYSA-N;(4-hydroxymethylphenyl)acetic acid;AMY14295;(4-hydroxymethyl-phenyl)-acetic acid;AKOS015894328;2-(4-(Hydroxymethyl)phenyl)aceticacid;CS-W004128;PS-5338;2-[4-(hydroxymethyl)phenyl]ethanoic acid;4-(Hydroxymethyl)phenylacetic acid, 98%;SY046320;FT-0641458;H1473;EN300-311335;H10579;A837821;F0001-1856

Chemical Property of 4-(Hydroxymethyl)phenylacetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131-134 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 357.841 °C at 760 mmHg
• PKA: 4.27±0.10(Predicted)
• Flash Point: 184.406 °C
• PSA: 57.53000
• Density: 1.271 g/cm³
• LogP: 0.80600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

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

4-(Hydroxymethyl)phenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)CO

Technology Process of 4-(Hydroxymethyl)phenylacetic acid

There total 3 articles about 4-(Hydroxymethyl)phenylacetic acid 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: 71.9%

4-bromophenylacetic acid (13737-36-5) → 4-hydroxymethylphenylacetic acid (73401-74-8)

Guidance literature:

With sodium hydroxide; In water; at 18 - 25 ℃; Large scale;

Reference yield:

4-tolylacetic acid (622-47-9) → 4-hydroxymethylphenylacetic acid (73401-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 80 °C / Large scale

2: sodium hydroxide / water / 18 - 25 °C / Large scale

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydroxide; In water; acetonitrile;

Reference yield:

→ 4-hydroxymethylphenylacetic acid (73401-74-8)

Guidance literature:

Aus entspr. Nitril, NaOH;

upstream raw materials:

4-bromophenylacetic acid

4-tolylacetic acid

Downstream raw materials:

[4-(hydroxymethyl)phenyl]acetic acid ethyl ester

2-[4-(hydroxymethyl)phenyl]-2-oxoethyl [4-(hydroxymethyl)phenyl]acetate

2-[4-(methylsulfonyl)phenyl]-2-oxoethyl [4-(hydroxymethyl)phenyl]acetate

di-tert-butylisobutylsilyl 2-(4-hydroxymethylphenyl)acetate

Refernces

• 1、 -. "Nitroxide derivative of ROCK kinase inhibitor". Paragraph 0064-0068; 0071-0072. . Retrieved 2020/06/17.
• 2、 -. "PROCESS FOR THE PREPARATION OF KINASE INHIBITORS AND INTERMEDIATES THEREOF". Paragraph 00105. . Retrieved 2017/06/12.