4-(Trifluoromethylthio)benzoic acid

Base Information

• Chemical Name: 4-(Trifluoromethylthio)benzoic acid
• CAS No.: 330-17-6
• Molecular Formula: C8H5F3O2S
• Molecular Weight: 222.188
• Hs Code.: 29309090
• European Community (EC) Number: 625-833-2
• DSSTox Substance ID: DTXSID70380684
• Nikkaji Number: J265.583G
• Wikidata: Q72513045
• ChEMBL ID: CHEMBL319591
• Mol file: 330-17-6.mol

Synonyms:4-(Trifluoromethylthio)benzoic acid;330-17-6;4-((Trifluoromethyl)thio)benzoic acid;4-(trifluoromethylsulfanyl)benzoic Acid;4-[(trifluoromethyl)sulfanyl]benzoic acid;4-Trifluoromethylsulfanyl-benzoic acid;4-((Trifluoromethyl)thio)benzoicacid;Benzoic acid, 4-[(trifluoromethyl)thio]-;4-[(trifluoromethyl)-mercapto]-benzoic acid;CHEMBL319591;SCHEMBL1015553;DTXSID70380684;Methyl 4-trifluomethylthio benzoate;4-(trifluoromethyl-thio)benzoic acid;MFCD00040906;AKOS001215314;PS-7826;NCGC00337855-01;4-(Trifluoromethylthio)benzoic acid, 97%;FT-0617325;T2390;EN300-21711;AB01329956-02;A821567;Z104510220

Chemical Property of 4-(Trifluoromethylthio)benzoic acid

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 0.0434mmHg at 25°C
• Melting Point: 159.5-162.5 °C(lit.)
• Boiling Point: 227.6 °C at 760 mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 91.4 °C
• PSA: 62.60000
• Density: 1.5 g/cm³
• LogP: 2.99670
• Sensitive.: Stench
• Solubility.: soluble in Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 221.99623506
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

4-(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

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)SC(F)(F)F

Technology Process of 4-(Trifluoromethylthio)benzoic acid

There total 12 articles about 4-(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: 94.0%

methyl 4-[(trifluoromethyl)thio]benzoate (88489-60-5) → 4-(trifluoromethylthio)benzoic acid (330-17-6)

Guidance literature:

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

Reference yield: 91.0%

(4-((trifluoromethyl)thio)phenyl)methanol (56456-52-1) → 4-(trifluoromethylthio)benzoic acid (330-17-6)

Guidance literature:

With diethylene glycol dimethyl ether; at 70 ℃; for 0.666667h; Sonication;

Reference yield: 78.0%

1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1) + potassium formate (590-29-4) → 4-(trifluoromethylthio)benzoic acid (330-17-6)

Guidance literature:

With [PhCOPd(PtBu₃)I]; dtbpf; In 2-methyltetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja3114032

upstream raw materials:

4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile

4-trifluoromethylthiotoluene

methyl 4-[(trifluoromethyl)thio]benzoate

methyl 4-mercaptobenzoate

Downstream raw materials:

4-(trifluoromethylthio)benzyl chloride

4-(trifluoromethylthio)benzoyl chloride

Refernces

• 1、 Kim, Hun Young,Oh, Kyungsoo,Si, Tengda. "One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence". . p. 18150 - 18155. Retrieved 2021/12/09.
• 2、 Matheis, Christian,Wagner, Victoria,Goossen, Lukas J.. "Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper". supporting information. p. 79 - 82. Retrieved 2016/01/25.