Benzoyl fluoride, 3,4-difluoro- (9CI)

Base Information

• Chemical Name: Benzoyl fluoride, 3,4-difluoro- (9CI)
• CAS No.: 127269-25-4
• Molecular Formula: C7H3 F3 O
• Molecular Weight: 160.095
• Mol file: 127269-25-4.mol

Synonyms:3,4-Difluorobenzoicacid fluoride; 3,4-Difluorobenzoyl fluoride

Chemical Property of Benzoyl fluoride, 3,4-difluoro- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 2.07450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoyl fluoride, 3,4-difluoro- (9CI)

There total 5 articles about Benzoyl fluoride, 3,4-difluoro- (9CI) 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: 45.0%

4-fluoro-3-(fluorosulfonyl)benzoyl fluoride (127986-80-5) → 3,4-difluorobenzoyl fluoride (127269-25-4)

Guidance literature:

With potassium fluoride; tetraphenylphosphonium bromide; In sulfolane; toluene; at 210 ℃; under 270 Torr;

DOI:10.1246/bcsj.63.2010

Reference yield:

3,4-dichlorobenzoyl chloride (3024-72-4) → 3-chloro-4-fluorobenzoyl fluoride (80277-51-6) + 3,4-difluorobenzoyl fluoride (127269-25-4)

Guidance literature:

With potassium fluoride; immobilized pyridinium salt; In sulfolane; at 190 ℃; for 5h;

DOI:10.1016/S0040-4039(01)93933-4

Reference yield:

4-chlorotrichloromethylbenzene (5216-25-1) → 3,4-difluorobenzoyl fluoride (127269-25-4)

Guidance literature:

Multi-step reaction with 4 steps

1: chlorosulfuric acid / 1) 120 deg C, 1 h 2) 150 deg C, 2 h

2: 94 percent / SOCl₂ / benzene / 8 h / Heating

3: 71 percent / KF, Ph₄PBr / acetonitrile / 16 h / Heating

4: 45 percent / KF, PPh₄Br / tetrahydrothiophene 1,1-dioxide; toluene / 210 °C / 270 Torr

With potassium fluoride; thionyl chloride; chlorosulphuric acid; tetraphenylphosphonium bromide; In sulfolane; toluene; acetonitrile; benzene;

DOI:10.1246/bcsj.63.2010

upstream raw materials:

4-fluoro-3-(fluorosulfonyl)benzoyl fluoride

3,4-dichlorobenzoyl chloride

4-chlorotrichloromethylbenzene

4-chloro-3-(chlorosulfonyl)benzoic acid

Downstream raw materials:

3,4-difluoroaniline

3,4-difluorobenzoyl chloride

3,4-Difluorobenzonitrile

(3,4-difluoro-phenyl)-amide

Refernces

• 1、 Yazawa, Naoto,Suzuki, Hiroshi,Yoshida, Yasuo,Furusawa, Osamu,Kimura, Yoshikazu. "Tetraphenylphosphonium Bromide Catalyzed Fluorodenitrations and Fluorodesulfonylations. Efficient Syntheses of m-Fluoroaromatic Compounds". . p. 2213 - 2216. Retrieved 2007/10/02.