21803-75-8

Basic information

• Product Name: 4-Amino-3-chlorobenzonitrile
• Synonyms: BUTTPARK 29\06-54;3-CHLORO-4-AMINOBENZONITRILE;3-CHLORO-4-AMINBENZONITRILE;4-AMINO-3-CHLOROBENZONITRILE;2-CHLORO-4-CYANOANILINE;4-Amino-3-chlorobenzonitrile,97%;1-aMino-2-chloro-4-cyanobenzene
• CAS NO: 21803-75-8
• Molecular Formula: C₇H₅ClN₂
• Molecular Weight: 152.58
• EINECS: -0
• Product Categories: Aromatic Nitriles;Nitrile;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 21803-75-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 102-105 °C(lit.)
• Boiling Point: 277.8 °C at 760 mmHg
• Flash Point: 121.8 °C
• Appearance: white to light yellow crystal powder
• Density: 1.33 g/cm³
• Vapor Pressure: 0.00442mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: -0.22±0.10(Predicted)
• BRN: 1817655
• CAS DataBase Reference: 4-Amino-3-chlorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3-chlorobenzonitrile(21803-75-8)
• EPA Substance Registry System: 4-Amino-3-chlorobenzonitrile(21803-75-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37-36/37/39
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 21803-75-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C7H5ClN2/c8-6-3-5(4-9)1-2-7(6)10/h1-3H,10H2

Upstream product

• 873-74-5 4-Aminobenzonitrile 
• 34662-29-8 1-chloro-5-cyano-2-nitrobenzene 
• 53312-88-2 N-(2-chloro-4-cyanophenyl)acetamide 

Downstream Products

• 34662-29-8 1-chloro-5-cyano-2-nitrobenzene 
• 2486-71-7 4-amino-3-chlorobenzoic acid 
• 50961-67-6 4-amino-3-chlorobenzamide 
• 205448-68-6 4-amino-3-(benzyloxy)benzonitrile 
• 1057076-92-2 C₂₁H₁₉ClF₃N₃O₂ 
• 315228-79-6 2-mercapto-1,3-benzothiazole-6-carbonitrile 
• 1273190-06-9 3-chloro-4-(7-(cyclopropylamino)-3-formyl-6-methylpyrazolo[1,5-a]pyrimidin-5-ylamino)benzonitrile 
• 80945-83-1 2-chloro-1,3-benzothiazole-6-carbonitrile 
• 1105627-52-8 N-(2-chloro-4-cyanophenyl)-1-(3,4-dichlorophenyl)-5-(trichloromethyl)-1H-1,2,4-triazole-3-carboxamide 
• 1079396-02-3 tert-butyl 4-(4-(2-chloro-4-cyanophenylamino)-1H-[1,2,3]triazolo[4,5-c]pyridin-1-yl)piperidine-1-carboxylate 
• 263713-33-3 4-(aminomethyl)-2-chloroaniline 
• 691887-77-1 3-bromo-5-tert-butyl-N-(2-chloro-4-cyano-phenyl)-6-hydroxy-benzamide 
• 691887-44-2 3-bromo-5-tert-butyl-N-(2-chloro-4-cyano-phenyl)-6-hydroxy-2-methyl-benzamide 
• 201857-39-8 4-Amino-3-bromo-5-chlorobenzonitrile 

Relevant articles and documents

Iron(III)-Catalyzed Chlorination of Activated Arenes

A general and regioselective method for the chlorination of activated arenes has been developed. The transformation uses iron(III) triflimide as a powerful Lewis acid for the activation of N-chlorosuccinimide and the subsequent chlorination of a wide range of anisole, aniline, acetanilide, and phenol derivatives. The reaction was utilized for the late-stage mono- and dichlorination of a range of target compounds such as the natural product nitrofungin, the antibacterial agent chloroxylenol, and the herbicide chloroxynil. The facile nature of this transformation was demonstrated with the development of one-pot, tandem, iron-catalyzed dihalogenation processes allowing highly regioselective formation of different carbon-halogen bonds. The synthetic utility of the resulting dihalogenated aryl compounds as building blocks was established with the synthesis of natural products and pharmaceutically relevant targets.

An efficient method for aryl nitro reduction and cleavage of azo compounds using iron powder/calcium chloride

A novel, efficient Fe/CaCl2 system is revealed for the reduction of nitroarenes and reductive cleavage of azo compounds by catalytic transfer hydrogenation (CTH). The selective reduction of nitro compounds in the presence of sensitive functional groups including halides, carbonyl, hydroxyl, aldehyde, methyl, methoxy, acetyl, nitrile, and ester substituents with an excellent yields is reported. The simple experimental procedure and easy purification make the protocol advantageous

Practical and efficient chlorination of deactivated anilines and anilides with NCS in 2-propanol

Deactivated anilines and anilides were efficiently monochlorinated with NCS in 2-propanol. The described method was applicable to a large scale synthesis.