[2-(Trifluoromethyl)phenyl]ethanethioic S-acid

Base Information

• Chemical Name: [2-(Trifluoromethyl)phenyl]ethanethioic S-acid
• CAS No.: 13334-00-4
• Molecular Formula: C9H7F3O2S
• Molecular Weight: 220.21
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID90600876
• Wikidata: Q72512553
• Mol file: 13334-00-4.mol

Synonyms:13334-00-4;[2-(Trifluoromethyl)phenyl]ethanethioic S-acid;2-[2-(trifluoromethyl)phenyl]ethanethioic S-acid;(2-Trifluoromethyl-phenylthio)-acetic acid;SCHEMBL9740945;DTXSID90600876;HLAYKDYSRGVAKN-UHFFFAOYSA-N;2-(Trifluoromethyl)Phenyl Thioacetic Acid;J-501063

Chemical Property of [2-(Trifluoromethyl)phenyl]ethanethioic S-acid

Chemical Property:

• Refractive Index: 1.511
• Boiling Point: 307.6 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 139.8 °C
• PSA: 52.32000
• Density: 1.44 g/cm³
• LogP: 3.13330
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 220.01697050
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

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

(2-TRIFLUOROMETHYL-PHENYLTHIO)ACETIC ACID 95.00% ^*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)S)C(F)(F)F

Technology Process of [2-(Trifluoromethyl)phenyl]ethanethioic S-acid

There total 4 articles about [2-(Trifluoromethyl)phenyl]ethanethioic S-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: 71.0%

carbon dioxide (124-38-9,18923-20-1) + 2-(methylthio)-1-(trifluoromethyl)benzene (322-58-7) → <2-(trifluoromethyl)phenylthio>acetic acid (13334-00-4)

Guidance literature:

With sec.-butyllithium; In hexane; cyclohexane; at -50 ℃;

DOI:10.1016/S0022-328X(96)06877-5

Reference yield: 15.0%

carbon dioxide (124-38-9,18923-20-1) + 2-(methylthio)-1-(trifluoromethyl)benzene (322-58-7) → <2-(trifluoromethyl)phenylthio>acetic acid (13334-00-4) + 2,4-dicarboxy-3-fluorobenzo[b]thiophene

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane; at 10 ℃;

DOI:10.1016/S0022-328X(96)06877-5

Reference yield:

1-chloro-2-(trifluoromethyl)benzene (88-16-4) → <2-(trifluoromethyl)phenylthio>acetic acid (13334-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / N,N-dimethylformamide / 20 h / 40 - 50 °C

2: 71 percent / 2 M sec-butyllithium / hexane; cyclohexane / -50 °C

With sec.-butyllithium; N,N-dimethyl-formamide; In hexane; cyclohexane;

DOI:10.1016/S0022-328X(96)06877-5

upstream raw materials:

carbon dioxide

2-(methylthio)-1-(trifluoromethyl)benzene

1-chloro-2-(trifluoromethyl)benzene

Refernces

• 1、 Cabiddu,Cabiddu,Cadoni,Corrias,Fattuoni,Floris,Melis. "Metallation reactions XXII. Regioselective metallation of (trifluoromethyl) (alkylthio) benzenes". . p. 125 - 140. Retrieved 2007/10/03.