2-Phenylthio-5-trifluoromethylbenzoic acid

Base Information

• Chemical Name: 2-Phenylthio-5-trifluoromethylbenzoic acid
• CAS No.: 52548-96-6
• Molecular Formula: C14H9 F3 O2 S
• Molecular Weight: 298.285
• Hs Code.: 2930909090
• European Community (EC) Number: 257-998-8
• DSSTox Substance ID: DTXSID20966977
• Nikkaji Number: J295.691H
• Wikidata: Q82949439
• Mol file: 52548-96-6.mol

Synonyms:52548-96-6;2-Phenylthio-5-trifluoromethylbenzoic acid;2-Carboxy-4-(trifluoromethyl)diphenylsulphide;2-(phenylthio)-5-(trifluoromethyl)benzoic acid;2-phenylsulfanyl-5-(trifluoromethyl)benzoic acid;2-Carboxy-4-(trifluoromethyl)diphenylsulfide;EINECS 257-998-8;2-Carboxy-4-(trifluoromethyl)diphenyl sulphide;2-Phenylsulfanyl-5-trifluoromethyl-benzoic acid;2-(phenylsulfanyl)-5-(trifluoromethyl)benzoic acid;Benzoic acid, 2-(phenylthio)-5-(trifluoromethyl)-;SCHEMBL11709910;DTXSID20966977;MFCD00069137;AKOS011998267;CS-0319893;FT-0705531;2-(phenylthio)-5-trifluoromethyl-benzoic acid;A829141

Chemical Property of 2-Phenylthio-5-trifluoromethylbenzoic acid

Chemical Property:

• Melting Point: 153-154°C
• Boiling Point: 389.5°Cat760mmHg
• PKA: 3.01±0.36(Predicted)
• Flash Point: 189.4°C
• PSA: 62.60000
• Density: 1.44g/cm³
• LogP: 4.55480
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 298.02753519
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

99.9% ^*data from raw suppliers

2-Carboxy-4-(trifluoromethyl)diphenylsulfide 97% ^*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=C(C=C1)SC2=C(C=C(C=C2)C(F)(F)F)C(=O)O

Technology Process of 2-Phenylthio-5-trifluoromethylbenzoic acid

There total 6 articles about 2-Phenylthio-5-trifluoromethylbenzoic 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:

2-bromo-5-(trifluoromethyl)benzoic acid (1483-56-3) + thiophenol (108-98-5) → 2-phenylthio-5-trifluoromethylbenzoic acid (52548-96-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 16h;

DOI:10.1016/j.bmcl.2018.09.036

Reference yield:

2-(phenylthio)-5-trifluoromethyl-benzonitrile (52548-95-5) → 2-phenylthio-5-trifluoromethylbenzoic acid (52548-96-6)

Guidance literature:

With potassium hydroxide;

DOI:10.1135/cccc19751940

Reference yield:

(2-nitro-4-(trifluoromethyl)phenyl)phenylthioether (346-44-1) → 2-phenylthio-5-trifluoromethylbenzoic acid (52548-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; nickel

2: methanesulfonic acid; sodium nitrite / water; benzene

3: sodium hydroxide / ethanol; water

With sodium hydroxide; methanesulfonic acid; sodium nitrite; In ethanol; water; nickel; benzene;

upstream raw materials:

2-(phenylthio)-5-trifluoromethyl-benzonitrile

(2-nitro-4-(trifluoromethyl)phenyl)phenylthioether

trifluoromethyl-5 phenylthio-2 phenylamine

thiophenol

Downstream raw materials:

methyl 2-(phenylthio)-5-trifluoromethyl-benzoate

2-(phenylthio)-5-trifluoromethyl-benzyl alcohol

2-(phenylthio)-5-trifluoromethyl-phenylacetic acid

2-(phenylthio)-5-trifluoromethyl-phenylacetonitrile

Refernces

• 1、 -. "10,11-Dihydro-dibenzo(b,f)thiepin derivatives". . . Retrieved 2016/03/01.