3-Nitrobenzoyl fluoride

Base Information

• Chemical Name: 3-Nitrobenzoyl fluoride
• CAS No.: 77976-08-0
• Molecular Formula: C7H4 F N O3
• Molecular Weight: 169.112
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID40567026
• Nikkaji Number: J880.590C
• Wikidata: Q82452811
• Mol file: 77976-08-0.mol

Synonyms:3-nitrobenzoyl fluoride;3-nitro-benzoyl fluoride;77976-08-0;Benzoyl fluoride, 3-nitro-;SCHEMBL3328194;DTXSID40567026

Chemical Property of 3-Nitrobenzoyl 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: 201

Purity/Quality:

3-NITRO-BENZOYL 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(=C1)[N+](=O)[O-])C(=O)F

Technology Process of 3-Nitrobenzoyl fluoride

There total 8 articles about 3-Nitrobenzoyl 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: 86.0%

3-nitrobenzoic acid (121-92-6) → meta nitrobenzoyl fluoride (77976-08-0)

Guidance literature:

With (3,3-difluorocycloprop-1-ene-1,2-diyl)dibenzene; In dichloromethane; at 50 ℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c00190

Reference yield: 83.0%

(E)-2-(hydroxyimino)-1-(3-nitrophenyl)propan-1-one (98879-69-7) → meta nitrobenzoyl fluoride (77976-08-0)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 20 ℃; for 0.166667h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02603

Reference yield: 74.0%

3-Nitrobenzyl alcohol (619-25-0) → meta nitrobenzoyl fluoride (77976-08-0)

Guidance literature:

With caesium fluoroxysulphate; In acetonitrile; at 30 - 35 ℃; for 1h;

DOI:10.1021/jo962424a

upstream raw materials:

3-nitro-benzaldehyde

m-nitrobenzoic acid chloride

3-nitrobenzoic acid

benzoyl fluoride

Refernces

• 1、 Kim, Danhee,Lim, Hee Nam. "Synthesis of Acyl Fluorides via DAST-Mediated Fluorinative C-C Bond Cleavage of Activated Ketones". supporting information. p. 7465 - 7469. Retrieved 2020/10/09.
• 2、 Stavber, Stojan,Kosir, Iztok,Zupan, Marko. "Reactions of alcohols with cesium fluoroxysulfate". . p. 4916 - 4920. Retrieved 2007/10/03.