4-Nitro-benzoyl fluoride

Base Information

• Chemical Name: 4-Nitro-benzoyl fluoride
• CAS No.: 403-50-9
• Molecular Formula: C7H4 F N O3
• Molecular Weight: 169.112
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID40367927
• Nikkaji Number: J598.362B
• Wikidata: Q82154121
• Mol file: 403-50-9.mol

Synonyms:4-nitrobenzoyl fluoride;4-NITRO-BENZOYL FLUORIDE;403-50-9;4-Nitrobenzoic acid fluoride;SCHEMBL3330023;Benzoyl fluoride,4-nitro-(9ci);DTXSID40367927;MFCD00181242;AKOS027406650;Z56757330

Chemical Property of 4-Nitro-benzoyl fluoride

Chemical Property:

• PSA: 62.89000
• LogP: 2.22770
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 169.01752115
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99%, ^*data from raw suppliers

4-NITROBENZOYL FLUORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)F)[N+](=O)[O-]

Technology Process of 4-Nitro-benzoyl fluoride

There total 16 articles about 4-Nitro-benzoyl fluoride 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: 93.0%

4-nitro-benzoic acid (62-23-7) → p-nitrobenzoyl fluoride (403-50-9)

Guidance literature:

With tetramethylammonium trifluoromethanethiolate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.7b02516

Reference yield: 63.0%

4-nitrobenzaldehdye (555-16-8) → p-nitrobenzoyl fluoride (403-50-9)

Guidance literature:

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

DOI:10.1021/acs.orglett.0c04087

Reference yield: 60.0%

4-nitrobenzyl chloride (619-73-8) → p-nitrobenzoyl fluoride (403-50-9)

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:

4-nitro-benzoic acid

pyridine

4-nitro-benzoyl chloride

4-nitrobenzaldehdye

Downstream raw materials:

(3S,4R)-2-Ethylsulfanyl-1-(4-nitro-benzoyl)-pyrrolidine-3,4-dicarboxylic acid dimethyl ester

4-nitrobenzophenone

4-nitrobenzonitrile

4-nitrophenyl(2',3',4',5',6'-pentafluorophenyl)ketone

Refernces

• 1、 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.
• 2、 Mao, Siyu,Kramer, Jordan H.,Sun, Haoran. "Deoxyfluorination of Carboxylic Acids with KF and Highly Electron-Deficient Fluoroarenes". . p. 6066 - 6074. Retrieved 2021/05/29.