4-(Methylthio)benzoyl chloride

Base Information

• Chemical Name: 4-(Methylthio)benzoyl chloride
• CAS No.: 1442-06-4
• Molecular Formula: C8H7 Cl O S
• Molecular Weight: 186.662
• Hs Code.: 2930909090
• European Community (EC) Number: 215-882-4
• DSSTox Substance ID: DTXSID80162650
• Nikkaji Number: J298.627B
• Wikidata: Q83031375
• Mol file: 1442-06-4.mol

Synonyms:4-(Methylthio)benzoyl chloride;1442-06-4;benzoyl chloride, 4-(methylthio)-;4-methylsulfanylbenzoyl chloride;p-(methylthio)benzoyl chloride;EINECS 215-882-4;4-(METHYLTHIO)BENZOYL CHLORIDE 95;SCHEMBL435246;Benzoyl chloride, 4-methylthio-;DTXSID80162650;4-(Methylthio)benzoyl chloride, 95%;AKOS015889612;4-(METHYLSULFANYL)BENZOYL CHLORIDE;FT-0729470;J-007932

Chemical Property of 4-(Methylthio)benzoyl chloride

Chemical Property:

• Vapor Pressure: 0.00422mmHg at 25°C
• Melting Point: 52-56 °C(lit.)
• Boiling Point: 278.6°Cat760mmHg
• Flash Point: 122.3°C
• PSA: 42.37000
• Density: 1.28g/cm³
• LogP: 2.78750
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.9906137
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

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

Safty Information:

• Hazard Codes: C
• Statements: 34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)C(=O)Cl

Technology Process of 4-(Methylthio)benzoyl chloride

There total 6 articles about 4-(Methylthio)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: 100.0%

4-(methylthio)benzoic acid (13205-48-6,562836-64-0) → 4-(methylthio)benzoyl chloride (1442-06-4)

Guidance literature:

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

Reference yield: 80.0%

4-iodothioanisole (35371-03-0) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 4-(methylthio)benzoyl chloride (1442-06-4)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield:

4-iodothioanisole (35371-03-0) + butyryl chloride (141-75-3) → 4-(methylthio)benzoyl chloride (1442-06-4)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202005891

upstream raw materials:

4-(methylthio)benzoic acid

4-iodothioanisole

4-nitro-benzoyl chloride

terephthaloyl chloride

Downstream raw materials:

4-(4-Methylsulfanyl-benzoyl)-1,3-dihydro-imidazol-2-one

(2-Methyl-1H-indol-3-yl)-(4-methylsulfanyl-phenyl)-methanone

4-Methylsulfanyl-thiobenzoic acid S-p-tolyl ester

4-methylsulfanyl-N-[4-(5-nitro-1H-benzoimidazol-2-yl)-phenyl]-benzamide

Refernces

• 1、 Li, Jian-Jun,Wang, Cheng-Gang,Yu, Jin-Feng,Wang, Peng,Wang, Peng,Yu, Jin-Quan. "Cu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates". supporting information. p. 4692 - 4696. Retrieved 2020/06/25.
• 2、 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.