17601-94-4

Basic information

• Product Name: 2-Amino-3-bromo-5-nitrobenzonitrile
• Synonyms: 1-amino-2-cyano-4-nitro-6-bromobenzene;2-amino-3-bromo-5-nitro-benzonitril;2-Cyan-4-nitro-6-bromoaniline;2-Cyano-4-nitro-6-bromoaniline;2-AMINO-3-BROMO-5-NITROBENZONITRILE;6-BROMO-2-CYANO-4-NITROANILINE;6-Bromo-2-Cyano-4-Nitroaniline 2-Cyano-4-Nitro-6-Bromoaniline;2-Bromo-6-cyano-4-nitroaniline
• CAS NO: 17601-94-4
• Molecular Formula: C₇H₄BrN₃O₂
• Molecular Weight: 242.03
• EINECS: 241-574-4
• Product Categories: blocks;Bromides;Carboxes;NitroCompounds;Nitrile;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 17601-94-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 180-185 °C(lit.)
• Boiling Point: 374.8 °C at 760 mmHg
• Flash Point: 180.5 °C
• Appearance: yellow powder
• Density: 1.8856 (rough estimate)
• Vapor Pressure: 0.115mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• PKA: -4.23±0.20(Predicted)
• CAS DataBase Reference: 2-Amino-3-bromo-5-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3-bromo-5-nitrobenzonitrile(17601-94-4)
• EPA Substance Registry System: 2-Amino-3-bromo-5-nitrobenzonitrile(17601-94-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/39-36
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 17601-94-4(Hazardous Substances Data)

Usage

Chemical Properties

yellow powder

InChI:InChI=1/C9H17NS/c1-8(2,3)6-9(4,5)10-7-11/h6H2,1-5H3

Upstream product

• 17420-30-3 5-nitroanthranilonitrile 
• 1817-73-8 2-bromo-4,6-dinitroaniline 
• 1192690-66-6 3-bromo-2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)-5-nitrobenzonitrile 
• 603-35-0 triphenylphosphine 

Downstream Products

• 68105-55-5 3-Bromo-2-(2,4-dinitro-naphthalen-1-ylamino)-5-nitro-benzonitrile 
• 87260-48-8 Acetic acid 2-{(2-acetoxy-ethyl)-[5-acetylamino-4-(2-bromo-6-cyano-4-nitro-phenylazo)-2-methoxy-phenyl]-amino}-ethyl ester 
• 85929-33-5 (E)-N-(2-((2-bromo-6-cyano-4-nitrophenyl)diazenyl)-5-(diethylamino)phenyl)propionamide 
• 124515-92-0 N-[2-(2-Bromo-6-cyano-4-nitro-phenylazo)-5-diethylamino-phenyl]-butyramide 
• 83249-47-2 N-[2-(2-Bromo-6-cyano-4-nitro-phenylazo)-5-dipropylamino-phenyl]-acetamide 
• 74583-47-4 N-[5-[Bis-(2-hydroxy-ethyl)-amino]-2-(2-bromo-6-cyano-4-nitro-phenylazo)-4-methoxy-phenyl]-acetamide 
• 42875-90-1 N-[5-[Bis-(2-ethoxy-ethyl)-amino]-2-(2-bromo-6-cyano-4-nitro-phenylazo)-phenyl]-acetamide 
• 3618-70-0 Acetic acid 2-{(2-acetoxy-ethyl)-[4-(2-bromo-6-cyano-4-nitro-phenylazo)-3-propionylamino-phenyl]-amino}-ethyl ester 
• 87260-50-2 3-Bromo-2-(4-diethylamino-phenylazo)-5-nitro-benzonitrile 
• 85414-41-1 N-[2-(2-Bromo-6-cyano-4-nitro-phenylazo)-5-diethylamino-phenyl]-acetamide 
• 87260-49-9 N-[2-(2-Bromo-6-cyano-4-nitro-phenylazo)-5-diethylamino-4-methoxy-phenyl]-acetamide 
• 309295-31-6 8-bromo-6-nitro-1H-quinazoline-2,4-dione 
• 107828-92-2 2-(4-Dimethylamino-phenylazo)-5-nitro-isophthalonitrile 
• 78846-75-0 2-(4-Diethylamino-phenylazo)-5-nitro-isophthalonitrile 

Relevant articles and documents

Steric-Hindrance-Induced Regio- and Chemoselective Oxidation of Aromatic Amines

Unusual regio- and chemoselective oxidation of aromatic amines hindered with ortho substituents (except -NH2, -NHCH3, and -OH) to the corresponding nitro compounds is described by use of nonanebis(peroxoic acid). The mechanistic investigation for selective oxidation of amines ortho-substituted with -NH2 or -OH showed the involvement of H-bonding between the ortho hydrogen of the adjacent -XH group (where X = NH, NR, or O) and an oxygen atom from the diperoxy acid. Various mono- and diamines are oxidized into corresponding mononitro derivatives in high yield and purity without employing any protection strategies. The protocol was also found to successful on the gram scale.

The conversion of 2-(4-chloro-5H-1,2,3-dithiazolylideneamino)benzonitriles into 3-aminoindole-2-carbonitriles using triphenylphosphine

2-(4-Chloro-5H-1,2,3-dithiazolylideneamino)benzonitrile 1a reacts with triphenylphosphine (4 equiv) in the presence of water (2 equiv) to afford anthranilonitrile 2a, 3-aminoindole-2-carbonitrile 3a and (2-cyanoindol-3-yl)iminotriphenylphosphorane 4a, tog

Water-insoluble azo dyestuffs which are derivatives of 1-aryl-3-trifluoromethyl-5-pyrazolones

Water-insoluble azo dyestuffs corresponding to the formula: STR1 in which X represents halogen, cyano, nitro, alkyl, polyfluoroalkyl, polyfluoroalkoxy, alkylsulphonyl, sulphonamido, or sulphonamido substituted by one or two alkyl groups; Y and Z are the same or different and represent hydrogen, halogen, cyano, nitro, alkyl, alkoxy, polyfluoroalkyl, polyfluoroalkoxy, alkylsulphonyl, sulphonamido or sulphonamidosubstituted by one or two alkyl groups; R represents hydrogen, halogen, cyano, nitro, alkyl, alkoxy, polyfluoroalkyl, polyfluoroalkoxy, alkylsulphonyl, sulphonamido, or sulphonamido substituted by one or two alkyl groups; m is equal to 0 or 1; and the nucleus A may be substituted by one or more chlorine atoms or alkyl, alkoxy or acylamino groups. These dyestuffs may be used for dyeing synthetic or artificial textile fibers, especially polyester fibers.