(4-CHLOROPHENYLTHIO)ACETIC ACID

Base Information

• Chemical Name: (4-CHLOROPHENYLTHIO)ACETIC ACID
• CAS No.: 3405-88-7
• Molecular Formula: C8H7ClO2S
• Molecular Weight: 202.661
• European Community (EC) Number: 620-645-7
• NSC Number: 33051
• DSSTox Substance ID: DTXSID90187657
• Nikkaji Number: J265.507A
• Wikidata: Q83059365
• ChEMBL ID: CHEMBL369615
• Mol file: 3405-88-7.mol

Synonyms:Aceticacid, [(4-chlorophenyl)thio]- (9CI);Acetic acid, [(p-chlorophenyl)thio]-(7CI,8CI);2-(p-Chlorophenylthio)acetic acid;NSC 33051;S-(p-Chlorophenyl)mercaptoacetic acid;W 2683;WR 5994;[(4-Chlorophenyl)thio]acetic acid;[(p-Chlorophenyl)thio]acetic acid;p-Chlorophenylmercaptoacetic acid;

Chemical Property of (4-CHLOROPHENYLTHIO)ACETIC ACID

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder or chunks
• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 104-107 °C
• Boiling Point: 348.4 °C at 760 mmHg
• Flash Point: 164.5 °C
• PSA: 62.60000
• Density: 1.41 g/cm³
• LogP: 2.51670
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.9855283
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

(4-Chlorophenylthio)aceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1SCC(=O)O)Cl

Technology Process of (4-CHLOROPHENYLTHIO)ACETIC ACID

There total 17 articles about (4-CHLOROPHENYLTHIO)ACETIC 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: 98.0%

chloroacetic acid (79-11-8) + p-Chlorothiophenol (106-54-7) → (4-chlorophenylthio)acetic acid (3405-88-7)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water; at 20 ℃; for 3h;

DOI:10.1021/jm401073p

Reference yield: 91.0%

ethyl 2-(p-chlorophenylthio)acetate (52377-68-1) → (4-chlorophenylthio)acetic acid (3405-88-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 18h;

DOI:10.1021/jm061428x

Reference yield: 90.0%

bromoacetic acid (79-08-3) + p-Chlorothiophenol (106-54-7) → (4-chlorophenylthio)acetic acid (3405-88-7)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 16h;

DOI:10.1016/j.molstruc.2019.03.089

upstream raw materials:

n-butyllithium

diethyl ether

4-chlorophenyl methyl sulfide

sodium monochloroacetic acid

Downstream raw materials:

p-Chlorothiophenol

Glyoxilic acid

1-<4-Chlor-phenyl>-2-<4-chlor-phenylsulfonyl>-aethylen

tris(2-hydroxyethyl)ammonium (4-chlorophenylsulfanyl)acetate

Refernces

• 1、 Lee, Jiann-Fong,Chang, Ting-Yu,Liu, Zheng-Fang,Lee, Nian-Zhe,Yeh, Yen-Hsiu,Chen, Yi-Song,Chen, Tsung-Chih,Chou, Hao-Syun,Li, Tsai-Kun,Lee, Sung-Bau,Lin, Mei-Hsiang. "RETRACTED ARTICLE: Design, synthesis, and biological evaluation of heterotetracyclic quinolinone derivatives as anticancer agents targeting topoisomerases". . . Retrieved 2020/02/11.
• 2、 Bari, Shamsher S,Pandey, Suvidha,Reshma,Thakur, Aarti,Thapar, Renu. "Studies towards synthesis and Lewis acid catalysed functionalization of 3-(4′-substitutedphenylthio)-azetidin-2-ones". . . Retrieved 2020/10/02.