4-(Trifluoromethylthio)benzoyl chloride

Base Information

• Chemical Name: 4-(Trifluoromethylthio)benzoyl chloride
• CAS No.: 330-14-3
• Molecular Formula: C8H4ClF3OS
• Molecular Weight: 240.633
• Hs Code.: 29309090
• European Community (EC) Number: 624-289-3
• DSSTox Substance ID: DTXSID10380688
• Wikidata: Q72513054
• Mol file: 330-14-3.mol

Synonyms:4-(Trifluoromethylthio)benzoyl chloride;330-14-3;4-((Trifluoromethyl)thio)benzoyl chloride;4-(trifluoromethylsulfanyl)benzoyl chloride;C8H4ClF3OS;4-trifluoromethylsulfanyl-benzoyl chloride;Benzoyl chloride, 4-[(trifluoromethyl)thio]-;4-trifluomethylthio benzoyl chloride;4-[(Trifluoromethyl)thio]benzoyl chloride;4-(Trifluoromethylthio)benzoylchloride;4-((Trifluoromethyl)thio)benzoylchloride;4-[(Trifluoromethyl)sulphanyl]benzoyl chloride;SCHEMBL282471;DTXSID10380688;MFCD01631632;AKOS015853063;4-(trifluoromethylthio)-benzoylchloride;AM62334;CS-W012803;4-(trifluoro-methylthio)benzoyl chloride;PS-10734;FT-0616952;T2745;4-(Trifluoromethylthio)benzoyl chloride, 97%;A821564;J-018975

Chemical Property of 4-(Trifluoromethylthio)benzoyl chloride

Chemical Property:

• Refractive Index: n20/D 1.5220(lit.)
• Boiling Point: 200.6 °C at 760 mmHg
• Flash Point: 75.1 °C
• PSA: 42.37000
• Density: 1.49 g/cm³
• LogP: 3.67750
• Sensitive.: Moisture Sensitive
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 239.9623481
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethylthio)benzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-(Trifluoromethylthio)benzoyl chloride

There total 3 articles about 4-(Trifluoromethylthio)benzoyl chloride 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:

4-(trifluoromethylthio)benzoic acid (330-17-6) → 4-(trifluoromethylthio)benzoyl chloride (330-14-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.chempr.2021.07.005

Reference yield:

1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1) + butyryl chloride (141-75-3) → 4-(trifluoromethylthio)benzoyl chloride (330-14-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202005891

Reference yield:

→ 4-(trifluoromethylthio)benzoyl chloride (330-14-3)

Guidance literature:

/BRN= 3239117/;

DOI:10.1002/ardp.19592921214

upstream raw materials:

1-bromo-4-(trifluoromethyl)thiobenzene

butyryl chloride

4-(trifluoromethylthio)benzoic acid

Downstream raw materials:

C₁₉H₁₂F₈N₂O₂S

N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide

C₃₁H₂₂ClF₃N₂O₇S

N-[2-(5-chloro-2H-benzotriazol-2-yl)-1-cyano-1-(hydroxymethyl)ethyl]-4-trifluoromethylthiobenzamide

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". supporting information. p. 17887 - 17896. Retrieved 2020/08/19.