Benzoyl fluoride, 4-chloro-

Base Information

• Chemical Name: Benzoyl fluoride, 4-chloro-
• CAS No.: 456-21-3
• Molecular Formula: C7H4ClFO
• Molecular Weight: 158.56
• DSSTox Substance ID: DTXSID90452918
• Nikkaji Number: J880.589J
• Wikidata: Q82273818
• Mol file: 456-21-3.mol

Synonyms:Benzoyl fluoride, 4-chloro-;456-21-3;4-chlorobenzoyl Fluoride;4-Chloro-benzoyl fluoride;4-Chlorobenzoic acid fluoride;SCHEMBL9834776;DTXSID90452918

Chemical Property of Benzoyl fluoride, 4-chloro-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.9934706
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzoyl fluoride, 4-chloro-

There total 15 articles about Benzoyl fluoride, 4-chloro- 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: 96.0%

6-Chloronicotinoyl chloride (58757-38-3) → 4-chlorobenzoyl fluoride (456-21-3)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 70 ℃;

DOI:10.1055/s-2008-1078026

Reference yield: 91.0%

4-chloro-benzoyl chloride (122-01-0) → 4-chlorobenzoyl fluoride (456-21-3)

Guidance literature:

With potassium hydrogenfluoride; tetrabutyl-ammonium chloride; water; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1055/a-1649-5460

Reference yield: 86.0%

para-chlorobenzoic acid (74-11-3) → 4-chlorobenzoyl fluoride (456-21-3)

Guidance literature:

With trichloroisocyanuric acid; cesium fluoride; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c04087

upstream raw materials:

bromochlorobenzene

carbon monoxide

4-chlorobenzaldehyde

4-chloro-benzoyl chloride

Downstream raw materials:

S-(4-methylphenyl) thio(4-chlorobenzoate)

4-methoxyphenyl 4-chlorobenzoate

moclobemide

4-Cyanochlorobenzene

Refernces

• 1、 Liang, Yumeng,Zhao, Zhengyu,Taya, Akihito,Shibata, Norio. "Acyl fluorides from carboxylic acids, aldehydes, or alcohols under oxidative fluorination". supporting information. p. 847 - 852. Retrieved 2021/02/06.
• 2、 Wang, Xiu,Wang, Fei,Huang, Fengfeng,Ni, Chuanfa,Hu, Jinbo. "Deoxyfluorination of Carboxylic Acids with CpFluor: Access to Acyl Fluorides and Amides". supporting information. p. 1764 - 1768. Retrieved 2021/03/03.