6833-15-4

Basic information

• Product Name: 4-CHLOROBENZANILIDE
• Synonyms: 4-CHLOROBENZANILIDE;4-Chloro-N-phenylbenzamide;N-Phenyl-4-chlorobenzamide;N-Phenyl-p-chlorobenzamide;4-Chlorobenzanilide,98%
• CAS NO: 6833-15-4
• Molecular Formula: C₁₃H₁₀ClNO
• Molecular Weight: 231.68
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 6833-15-4.mol
• Article Data: 146

Chemical Properties

• Melting Point: 199-201 °C(lit.)
• Boiling Point: 288.6 °C at 760 mmHg
• Flash Point: 128.3 °C
• Appearance: /Solid
• Density: 1.285 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLOROBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZANILIDE(6833-15-4)
• EPA Substance Registry System: 4-CHLOROBENZANILIDE(6833-15-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6833-15-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10ClNO/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

• 103-70-8 Formanilid 
• 104-88-1 4-chlorobenzaldehyde 
• 1227476-15-4 Azobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 103-71-9 phenyl isocyanate 
• 623-03-0 4-Cyanochlorobenzene 
• 591-50-4 iodobenzene 
• 619-56-7 4-chlorobenzamide 
• 71-43-2 benzene 
• 100-00-5 4-chlorobenzonitrile 
• 62-53-3 aniline 
• 226987-14-0 benzenesulfonic-p-chlorobenzoic anhydride 
• 21961-55-7 benzoic-p-chlorobenzoic anhydride 
• 425365-98-6 4-chloro-N-phenyl-benzimidic acid 4-cyano-phenyl ester 

Downstream Products

• 122399-73-9 3-<4-(4-chlorobenzoylamino)benzoyl>acrylic acid 
• 146516-72-5 4-chloro-2-trimethylsilyl-benzanilide 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 38430-13-6 N-Phenyl-4-chlor-benzimid-saeurechlorid 
• 122400-00-4 ethyl 3-<4-(4-chlorobenzoyl)benzoyl>acrylate 
• 122399-40-0 2-Acetylsulfanyl-4-[4-(4-chloro-benzoylamino)-phenyl]-4-oxo-butyric acid 
• 122399-41-1 2-Acetylsulfanyl-4-[4-(4-chloro-benzoylamino)-phenyl]-4-oxo-butyric acid ethyl ester 
• 1413429-48-7 N-(4-bromophenyl)-4-chloro-N-phenylbenzamide 
• 168006-74-4 (4-chloro-phenylmethylidyne)-phenyl-ammonium 
• 666175-10-6 1-[(4-chlorophenyl)phenyliminomethyl]-3-methylthiourea 
• 34747-76-7 4-Chloro-N-phenyl-benzimidoyl isothiocyanate 
• 949115-03-1 N-phenyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide 
• 17922-96-2 4-cyanobenzanilide 

Relevant articles and documents

TBAI-catalyzed C–N bond formation through oxidative coupling of benzyl bromides with amines: a new avenue to the synthesis of amides

A new green approach for the synthesis of amide through TBAI-catalyzed oxidative coupling of benzyl bromides with amine was developed in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant. Various electron-donating and withdrawing groups containing benzyl bromides and various amines, were subjected to the reaction and transformed to the corresponding amide in good to excellent yields.

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

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.