3-(Trifluoromethylthio)benzoic acid

Base Information

• Chemical Name: 3-(Trifluoromethylthio)benzoic acid
• CAS No.: 946-65-6
• Molecular Formula: C8H5F3O2S
• Molecular Weight: 222.188
• Hs Code.: 2930909090
• European Community (EC) Number: 623-060-5
• DSSTox Substance ID: DTXSID20350877
• Nikkaji Number: J402.360I
• Wikidata: Q72513043
• ChEMBL ID: CHEMBL303005
• Mol file: 946-65-6.mol

Synonyms:3-(Trifluoromethylthio)benzoic acid;946-65-6;3-((Trifluoromethyl)thio)benzoic acid;3-(trifluoromethylsulfanyl)benzoic Acid;3-[(trifluoromethyl)sulfanyl]benzoic acid;Benzoic acid, 3-[(trifluoromethyl)thio]-;MFCD00236337;3-Trifluoromethylsulfanyl-benzoic acid;3-[(Trifluoromethyl)sulphanyl]benzoic acid;SCHEMBL879988;CHEMBL303005;DTXSID20350877;3-(Trifluoromethylthio)benzoicacid;3-((Trifluoromethyl)thio)benzoicacid;BBL103637;STL557447;AKOS005254511;AM62231;PS-7824;3-(Trifluoromethylthio)benzoic acid, 97%;BB 0261202;CS-0147315;FT-0613963;EN300-127290;A845037;ETHYL7-(BIPHENYL-3-YL)-4,7-DIOXOHEPTANOATE

Chemical Property of 3-(Trifluoromethylthio)benzoic acid

Chemical Property:

• Appearance/Colour: WHITE POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.039mmHg at 25°C
• Melting Point: 71-74 °C(lit.)
• Boiling Point: 229.5 °C at 760 mmHg
• PKA: 3.80±0.10(Predicted)
• Flash Point: 92.6 °C
• PSA: 62.60000
• Density: 1.508 g/cm³
• LogP: 2.99670
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Stench
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 221.99623506
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99%, ^*data from raw suppliers

3-(Trifluoromethylthio)benzoic acid ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)SC(F)(F)F)C(=O)O

Technology Process of 3-(Trifluoromethylthio)benzoic acid

There total 11 articles about 3-(Trifluoromethylthio)benzoic 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: 90.0%

methyl 3-[(trifluoromethyl)sulfanyl]benzoate (88489-59-2) → 3-(trifluoromethylthio)benzoic acid (946-65-6)

Guidance literature:

With hydrogenchloride; In acetic acid; at 110 ℃; for 6h;

Reference yield: 66.0%

Copper(I) trifluoromethanethiolate (3872-23-9) + 3-Iodobenzoic acid (618-51-9) → 3-(trifluoromethylthio)benzoic acid (946-65-6)

Guidance literature:

In N,N-dimethyl-formamide; at 115 - 120 ℃; for 4h;

DOI:10.1016/0022-1139(94)03209-I

Reference yield: 64.0%

3-mercapto benzoic acid (4869-59-4) + Langlois reagent (2926-29-6) → 3-(trifluoromethylthio)benzoic acid (946-65-6)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; sodium bromide; In acetonitrile; at 20 ℃; for 10h; Electrolysis; Inert atmosphere;

DOI:10.1021/acs.joc.0c02659

upstream raw materials:

1-methy-3-[(trifluoromethyl)thio]benzene

methyl 3-[(trifluoromethyl)sulfanyl]benzoate

3-[(trifluoromethyl)thio]benzonitrile

Copper(I) trifluoromethanethiolate

Downstream raw materials:

3-<(trifluoromethyl)thio>benzyl alcohol

C₁₆H₈F₆O₄S₂

N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-3-<(trifluoromethyl)thio>benzamide

3-[(trifluoromethyl)sulfonyl]benzoic acid

Refernces

• 1、 Saravanan, Perumal,Anbarasan, Pazhamalai. "Copper-Catalyzed Trifluoromethylthiolation of Di(hetero)aryl-λ3-iodanes: Mechanistic Insight and Application to Synthesis of (Hetero)Aryl Trifluoromethyl Sulfides". supporting information. p. 3521 - 3528. Retrieved 2016/01/25.
• 2、 Munavalli, S.,Hassner, A.,Rossman, D. I.,Singh, S.,Rohrbaugh, D. K.,Ferguson, C. P.. "Novel reactions of perfluoroalkylphenyl sulfides with organolithium reagents". . p. 7 - 12. Retrieved 2007/10/02.