2-Mercaptophenylacetic acid

Base Information

• Chemical Name: 2-Mercaptophenylacetic acid
• CAS No.: 39161-85-8
• Molecular Formula: C8H8 O2 S
• Molecular Weight: 168.216
• Hs Code.: 2930909090
• European Community (EC) Number: 692-827-4
• ChEMBL ID: CHEMBL4089287
• DSSTox Substance ID: DTXSID00408582
• Nikkaji Number: J2.799.717A
• Wikidata: Q82214101
• Mol file: 39161-85-8.mol

Synonyms:2-MERCAPTOPHENYLACETIC ACID;39161-85-8;2-(2-sulfanylphenyl)acetic Acid;2-Mercaptobenzeneacetic Acid;Benzeneacetic acid, 2-mercapto-;o-Mercaptophenylacetic Acid;2-(2-Mercaptophenyl)acetic acid;2-sulfhydrylphenylacetic acid;(2-mercaptophenyl)acetic acid;SCHEMBL166725;CHEMBL4089287;DTXSID00408582;QUCMZSJETXEAMC-UHFFFAOYSA-N;AKOS006227699;AS-82782;FT-0612768;A903682

Chemical Property of 2-Mercaptophenylacetic acid

Chemical Property:

• Vapor Pressure: 4.95E-05mmHg at 25°C
• Melting Point: 90-92°C
• Refractive Index: 1.62
• Boiling Point: 334.7°C at 760 mmHg
• Flash Point: 156.2°C
• PSA: 76.10000
• Density: 1.299g/cm³
• LogP: 1.60240
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.02450067
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

2-MercaptophenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)S
• Uses: 2-Mercaptophenylacetic acid is a useful synthetic intermediate for the preparation of novel antiinflammatory agents A useful synthetic intermediate for the preparation of novel antiinflammatory agents.

Technology Process of 2-Mercaptophenylacetic acid

There total 13 articles about 2-Mercaptophenylacetic 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: 93.0%

benzo[b]-2,3-dihydrothiophen-2-one (496-31-1) → alpha-mercaptophenylacetic acid (39161-85-8)

Guidance literature:

benzo[b]-2,3-dihydrothiophen-2-one; With sodium hydroxide; In methanol; water; at 70 ℃; for 16h; Inert atmosphere;

With hydrogenchloride; In water; pH=1;

DOI:10.1021/acs.jmedchem.7b01728

Reference yield: 82.0%

o-iodophenylacetic acid (18698-96-9) → alpha-mercaptophenylacetic acid (39161-85-8)

Guidance literature:

o-iodophenylacetic acid; With copper(l) iodide; potassium carbonate; sulfur; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 40 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/ol902186d

Reference yield:

2-(2-(ethoxycarbonothioylthio)phenyl)acetic acid (79099-22-2) → alpha-mercaptophenylacetic acid (39161-85-8)

Guidance literature:

With water; potassium hydroxide; In ethanol; for 20h; Reflux;

upstream raw materials:

2-(2-aminophenyl)acetic acid

o-Thiocyanatophenylessigsaeure

potassium ethyl xanthogenate

benzo-[b]thiophene-2,3-dione

Downstream raw materials:

2-(2-Carboxymethyl-phenylsulfanyl)-2-methyl-propionic acid

(2-Carboxymethyl-phenylsulfanyl)-phenyl-acetic acid

2-Sulfanylpyridine

[2-({5-oxo-5-[(triisopropylsilyl)oxy]pentan-2-yl}disulfanyl)phenyl]acetic acid

Refernces

• 1、 -. "For detecting glutathione fluorescence probe and its preparation method and application". Paragraph 0057; 0060; 0064; 0065. . Retrieved 2019/04/10.
• 2、 -. "Reactive sulfhydryl compound probe and preparation method thereof". Paragraph 0045; 0059; 0061. . Retrieved 2017/10/25.