2-Aminobenzonitrile

2-Aminobenzonitrile Basic information
Product Name:2-Aminobenzonitrile
Synonyms:O-AMINOBENZONITRILE;O-CYANOANILINE;2-amino-benzonitril;2-Cyano-1-aminobenzene;Benzonitrile, o-amino-;2-Aminobenzonitrile, (Anthranilonitrile;2-AMINOBENZONITRILE;2-CYANANILINE
CAS:1885-29-6
MF:C7H6N2
MW:118.14
EINECS:217-549-9
Product Categories:Pharmaceutical intermdiate;Chemical Amines;Amines;Aromatics;FINE Chemical & INTERMEDIATES;Aromatic Nitriles;Nitriles
Mol File:1885-29-6.mol
2-Aminobenzonitrile Structure
2-Aminobenzonitrile Chemical Properties
Melting point 45-48 °C (lit.)
Boiling point 267-268 °C (lit.)
density 1.11 g/cm3 (50℃)
refractive index 1.5500 (estimate)
Fp >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Crystalline Flakes
pka0.77(at 25℃)
color Yellow to beige-brown
Water Solubility INSOLUBLE
BRN 907187
InChIKeyHLCPWBZNUKCSBN-UHFFFAOYSA-N
LogP0.901
CAS DataBase Reference1885-29-6(CAS DataBase Reference)
NIST Chemistry ReferenceBenzonitrile, 2-amino-(1885-29-6)
EPA Substance Registry SystemBenzonitrile, 2-amino- (1885-29-6)
Safety Information
Hazard Codes Xn,T,Xi
Risk Statements 20/21/22-36/37/38-43
Safety Statements 26-36/37-36
RIDADR 3276
WGK Germany 2
RTECS CB4575000
TSCA T
HazardClass 6.1
PackingGroup III
HS Code 29269095
ToxicityLD50 ivn-mus: 180 mg/kg CSLNX* NX#00381
MSDS Information
ProviderLanguage
2-Aminobenzonitrile English
SigmaAldrich English
ACROS English
ALFA English
2-Aminobenzonitrile Usage And Synthesis
Chemical PropertiesIt is a chemically stable yellow solid that readily forms salts when it encounters acid. It can be oxidized to nitrogen oxide by oxidants but has certain toxicity. The substance is easily soluble in common organic solvents but hardly soluble in low-polarity solvents, and it is insoluble in water.
Uses2-Aminobenzonitrile is used for induction of nitrilase activity in Arthrobacter and for radioprotective agent.
PreparationSynthesis of 2-Aminobenzonitrile: 2-Aminobenzamide was dehydrated to 2-aminobenzonitrile without protection of the amino group in the presence of phenylphosphonyl dichloride and pyridine. The highest yield of 96% was obtained using reagent 2d, while reagents 2a-c yielded less than 60%.
Synthesis of 2-Aminobenzonitrile
The reagents used for the reaction included phosphoryl chloride (2a), phenyl phosphoryl dichloride (2b), 4-chlorophenyl phosphoryl dichloride (2c), and phenylphosphonic dichloride (2d) in pyridine.
synthesis of aminobenzonitrile by dehydration of aminobenzamide using phenylphosphonic dichloride in pyridine
Synthesis Reference(s)Journal of the American Chemical Society, 96, p. 5933, 1974 DOI: 10.1021/ja00825a039
The Journal of Organic Chemistry, 43, p. 944, 1978 DOI: 10.1021/jo00399a030
Tetrahedron Letters, 32, p. 1007, 1991 DOI: 10.1016/S0040-4039(00)74473-X
Improving a process for the preparation of 2-aminobenzonitrile by reduction of 2-nitrobenzonitrile.
Safety ProfilePoison by intravenous route. Seealso NITRILES. When heated to decomposition it emitstoxic fumes of NOx and CN- .
2,2'-AZOXYBENZONITRILE 2-Chloro-5-aminobenzonitrile hydrochloride 2-isopropylamino-4-methylbenzonitrile N-(4-Ethoxybenzylidene)-4-aminobenzonitrile 4,5-DIMETHOXY-2-NITROBENZONITRILE 5-Amino-2-chlorobenzonitrile 2-AMINOBENZONITRILE, (ANTHRANILONITRILE; 2-CYANOANILINE) 4-Chloro-2-fluoro-5-sulfonamidebenzonitrile 2-METHYL-6-NITROBENZONITRILE 2-CHLORO-6-NITROBENZONITRILE EC 2.6.1.2 N-(2-CYANOPHENYL)-N'-PHENYLUREA 4-Chloro-2-nitrobenzonitrile 2,5-Diaminobenzonitrile 5-Amino-3-fluorobenzonitrile 5-Chloro-2-nitrobenzonitrile 3,4-Diaminobenzonitrile N-(4-Butoxybenzylidene)-4-aminobenzonitrile

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.