2-Aminobenzonitrile

ANTHRANILONITRILE · Aminobenzonitrile · 2-CYANOANILINE · Benzonitrile, 2-amino- · ANTHRANILIC ACID NITRILE · AKOS 91125 · 2-CYANANILINE · O-CYANOANILINE

https://huagongshe.com/en/chemical/72913

Identifiers & Physical Properties

CAS No.	1885-29-6
Molecular formula	C7H6N2
Average molar mass	118.14 g/mol
Monoisotopic mass	118.0530982 g/mol
SMILES	N#Cc1ccccc1N
InChIKey	HLCPWBZNUKCSBN-UHFFFAOYSA-N
PubChem CID	72913
ChEMBL	CHEMBL3561681
EC No.	217-549-9
DTXSID	DTXSID9051824

Chemical & Physical Properties

XLogP	1.4
Topological polar surface area	49.8
Hydrogen bond donors	1
Hydrogen bond acceptors	2
Rotatable bonds	0
Heavy atoms	9
Formal charge	0
Complexity	133
Melting point	45-48 °C (lit.)
Boiling point	267-268 °C (lit.)
Density	1.11 g/cm3 (50℃)
Refractive index	1.5500 (estimate)
Flash point	>230 °F
Storage conditions	Keep in dark place,Inert atmosphere,Room temperature
Solubility	Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)INSOLUBLE
Physical state	Crystalline Flakes
pKa (acidity coefficient)	0.77(at 25℃)
Color	Yellow to beige-brown
BRN	907187
InChI	1S/C7H6N2/c8-5-6-3-1-2-4-7(6)9/h1-4H,9H2
InChIKey	HLCPWBZNUKCSBN-UHFFFAOYSA-N
SMILES	Nc1ccccc1C#N
LogP (partition coefficient)	0.901
CAS DataBase Reference	1885-29-6(CAS DataBase Reference)
EWG's Food Scores	1
FDA UNII	5RXH2B211R
NIST Chemistry Reference	Benzonitrile, 2-amino-(1885-29-6)
EPA Substance Registry System	Benzonitrile, 2-amino- (1885-29-6)
UNSPSC Code	12352100
NACRES	NA.22
GHS pictogram	GHS07
Signal word	Warning
GHS hazard statements	H302+H312+H332-H315-H317-H319-H335
GHS precautionary statements	P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
Target organs	Respiratory system
Personal protective equipment (PPE)	dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard symbols	Xn,T,Xi
Risk statements (R)	20/21/22-36/37/38-43
Safety statements (S)	26-36/37-36
UN transport number	3276
Water hazard class (WGK)	2
RTECS number	CB4575000
TSCA inventory status	TSCA listed
Hazard class	6.1Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Packing group	III
Customs code	29269095
Storage class	13 - Non Combustible Solids
Toxicity	LD50 ivn-mus: 180 mg/kg CSLNX* NX#00381
REACH registrations	Active

Safety & Regulations

Personal protective equipment (PPE)	dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Water hazard class (WGK)	2
TSCA inventory status	TSCA listed
RTECS number	CB4575000
UN transport number	3276
Customs code	29269095
Toxicity	LD50 ivn-mus: 180 mg/kg CSLNX* NX#00381
Risk statements (R)	20/21/22-36/37/38-43
Signal word	Warning
GHS pictogram	GHS07
Hazard symbols	Xn,T,Xi
Safety statements (S)	26-36/37-36
Hazard class	6.1Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Storage class	13 - Non Combustible Solids
Packing group	III
Target organs	Respiratory system
GHS hazard statements	H302+H312+H332-H315-H317-H319-H335
REACH registrations	Active
GHS precautionary statements	P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338

Applications & Uses

Uses

2-Aminobenzonitrile is used for induction of nitrilase activity in Arthrobacter and for radioprotective agent.

Preparation & Synthesis

Preparation

Synthesis 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%.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