366-63-2

Basic information

• Product Name: 4-fluorobenzanilide
• Synonyms: 4-fluorobenzanilide;N-Phenyl-4-fluorobenzamide;N-Phenyl-p-fluorobenzamide
• CAS NO: 366-63-2
• Molecular Formula: C₁₃H₁₀FNO
• Molecular Weight: 215.2230032
• EINECS: 206-677-0
• Mol File: 366-63-2.mol
• Article Data: 90

Chemical Properties

• Melting Point: 182-184 °C
• Boiling Point: 258.1°Cat760mmHg
• Flash Point: 109.9°C
• Appearance: /
• Density: 1.247g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.622
• PKA: 13.39±0.70(Predicted)
• CAS DataBase Reference: 4-fluorobenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluorobenzanilide(366-63-2)
• EPA Substance Registry System: 4-fluorobenzanilide(366-63-2)

Safety Data

• Hazardous Substances Data: 366-63-2(Hazardous Substances Data)

Usage

General Description

4-Fluorobenzanilide, also known as 4-fluoro-N-phenylbenzamide, is an organic compound that consists of a fluorine atom attached to a benzene ring, and an amide group bonded to the phenyl ring. It is a white solid that is sparingly soluble in water but dissolves in organic solvents. 4-Fluorobenzanilide is commonly used as an intermediate in the production of pharmaceuticals and other organic compounds. It has also been studied for its potential use in organic synthesis and medicinal chemistry applications. Additionally, it has been investigated for its potential pharmacological properties, including its role as a potential analgesic or anti-inflammatory agent.

InChI:InChI=1/C13H10FNO/c14-11-8-6-10(7-9-11)13(16)15-12-4-2-1-3-5-12/h1-9H,(H,15,16)

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 62-53-3 aniline 
• 462-06-6 fluorobenzene 
• 103-71-9 phenyl isocyanate 
• 824-75-9 p-fluorobenzamide 
• 603-33-8 triphenylbismuthane 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 362-99-2 (4-fluorophenyl)phenylmethanone oxime 
• 345-83-5 4-fluorobenzophenone 
• 201230-82-2 carbon monoxide 
• 459-57-4 4-fluorobenzaldehyde 
• 362-99-2 (4-fluorophenyl)-phenylmethanone oxime 
• 701-73-5 methyl N-phenyldithiocarbamate 

Downstream Products

• 871123-22-7 (C₆H₅NHCOC₆H₄)2CCH₃C₆H₄NH₂(OC₆H₄)2 
• 347-88-6 4-fluoro-N-(4-nitrophenyl)benzamide 
• 3800-06-4 2-amino-4'-fluorobenzophenone 
• 10055-40-0 (4-aminophenyl)(4-fluorophenyl)methanone 
• 1229610-05-2 2-(4-fluorophenyl)-4-phenyl-quinazoline 
• 1629-26-1 2-(4-fluorophenyl)-benzothiazole 
• 1629-19-2 N-(4-Fluor-thiobenzoyl)-anilin 
• 1233731-18-4 5-(4-fluorophenyl)-1-phenyl-1H-tetrazole 
• 782-17-2 2-(4-fluorophenyl)indole 

Relevant articles and documents

Design, Synthesis, and Pharmacological Activity of a New Matrix Metalloproteinase-9 Inhibitor

The new MMP-9 inhibitor 1-{4-[(4-chlorobenzoyl)amino]phenyl}sulfonyl-L-proline, with a theoretical inhibition constant of IC50 = 4 × 105 M, was constructed on the basis of structural requirements for selective inhibitors of gelatinases. This constructed compound and its close structural analogs were synthesized and these substances were found to have low toxicity, (LD50 > 300 mg/kg). The new inhibitor given p.o. at a dose of 20 mg/kg/day on the background of acute myocardial infarction significantly decreased the content of immunoreactive MMP-9 in plasma in rats, to the level obtained with doxycycline.

Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids

A visible-light-promoted and simple iron salt-catalyzed N-arylation was achieved efficiently under external photosensitizer-free conditions. Arylboronic acids and bench-stable dioxazolones were used for this cross-coupling reaction. This reaction features high reactivity, wide substrate scope, good functional group tolerance, simple operation procedure, and mild reaction conditions. Preliminary mechanistic investigations were conducted to support a radical pathway. This method may contribute to shift the paradigm of iron-catalyzed C-N bond construction and nitrene transfer chemistry.

Iron-catalyzed oxidative amidation of acylhydrazines with amines

A new approach for amide bond formation via a mild and efficient Iron-catalyzed cross-coupling reaction of acylhydrazines and amines using TBHP as oxidant is described. This protocol is compatible with a wide range of amines and acylhydrazines. In addition, the synthetic application of the reaction is presented.