2-Fluoro-4-nitrobenzoyl chloride

Base Information

• Chemical Name: 2-Fluoro-4-nitrobenzoyl chloride
• CAS No.: 403-23-6
• Molecular Formula: C7H3ClFNO3
• Molecular Weight: 203.557
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80439591
• Wikidata: Q82255580
• Mol file: 403-23-6.mol

Synonyms:2-Fluoro-4-nitrobenzoyl chloride;403-23-6;Benzoyl chloride, 2-fluoro-4-nitro-;2-fluoro-4-nitro-benzoyl Chloride;SCHEMBL947293;2-Fluoro-4-nitrobenzoylchloride;DTXSID80439591;BUBMAUUSVWQBMS-UHFFFAOYSA-N;MFCD12025048;AKOS010979953;FS-6106;CS-0320135;D96194;A914132

Chemical Property of 2-Fluoro-4-nitrobenzoyl chloride

Chemical Property:

• PSA: 62.89000
• LogP: 2.63610
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 202.9785488
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

2-Fluoro-4-nitrobenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-4-nitrobenzoyl chloride

There total 2 articles about 2-Fluoro-4-nitrobenzoyl 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%

2-fluoro-4-nitrobenzoic acid (403-24-7) → 2-fluoro-4-nitrobenzoyl chloride (403-23-6)

Guidance literature:

With thionyl chloride; at 80 ℃; for 3h;

DOI:10.1002/cmdc.201800815

Reference yield:

2-fluoro-4-nitrotoluene (1427-07-2) → 2-fluoro-4-nitrobenzoyl chloride (403-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃; AcOH

2: SOCl₂ / CH₂Cl₂

With chromium(VI) oxide; thionyl chloride; acetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2003.07.021

Reference yield: 99.0%

(2R,5S,6S)-tert-Butyl 2-(tert-butyldimethylsilyloxy)-4-(1-(4-methoxybenzyloxy)propan-2-ylamino)-3-methylbutyl(methyl)carbamate (1255212-84-0) + 2-fluoro-4-nitrobenzoyl chloride (403-23-6) → C35H54FN3O8Si

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja105119r

upstream raw materials:

2-fluoro-4-nitrobenzoic acid

2-fluoro-4-nitrotoluene

Downstream raw materials:

N-(2-fluoro-4-nitro-benzoyl)-L-glutamic acid

2-fluoro-4-nitrobenzamide

2-fluoro-4-nitro-benzoic acid anilide

di-tert-butyl N-(2-fluoro-4-nitrobenzoyl)-l-glutamate

Refernces

• 1、 Rustler, Karin,Pockes, Steffen,K?nig, Burkhard. "Light-Switchable Antagonists for the Histamine H1 Receptor at the Isolated Guinea Pig Ileum". . p. 636 - 644. Retrieved 2019/02/14.
• 2、 -. "APOPTOSIS SIGNAL-REGULATING KINASE 1 (ASK 1) INHIBITOR COMPOUNDS". Paragraph 00275. . Retrieved 2019/06/09.