3-Aminocrotononitrile Chemical Properties

Melting point:

79-81°C

Boiling point:

120°C 4mm

Density 

0.952

refractive index 

1.4449 (estimate)

Flash point:

154°C

storage temp. 

2-8°C

solubility 

95% ethanol: soluble25mg/mL, clear, colorless to yellow

pka

3.88±0.70(Predicted)

form 

Flakes

color 

Yellow

Water Solubility 

Very soluble in water, soluble in ethanol.

BRN 

1719815

LogP

0.005 (est)

CAS DataBase Reference

1118-61-2(CAS DataBase Reference)

NIST Chemistry Reference

2-Butenenitrile, 3-amino-(1118-61-2)

EPA Substance Registry System

2-Butenenitrile, 3-amino- (1118-61-2)

Safety Information

Hazard Codes 

Xn,T

Risk Statements 

22-20/21/22-43-24/25

Safety Statements 

22-24/25-29-36/37-45

RIDADR 

UN 3439 6.1/PG 3

WGK Germany 

3

TSCA 

Yes

PackingGroup 

III

HS Code 

29269090

MSDS

• Language:English Provider:3-Amino-2-butenenitrile
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Aminocrotononitrile Usage And Synthesis

Chemical Properties

Yellowish flakes. 3-Amino-3-methylacrylonitrile [1118-61- 2], b-iminobutyronitrile, b-aminocrotononitrile, diacetonitrile, 3-amino-2-butenenitrile, NCCH=C (NH2) CH3, Mr 82.11, mp (cis-form) 79 – 83℃, mp (trans-form) 52 – 53℃, d774 0.9519, is a yellowish solid soluble in ethanol and diethyl ether; it is sparingly soluble in benzene and water.

Uses

3-Aminocrotononitrile is used as intermediate for the syntheses of heterocycles (e.g. pyridines and pyrimidines) and for the production of polyurethane). It is used in the pharmaceutical (e.g. production of sulfsomizole) and dyestuff industries. Product Data Sheet

Uses

3-Aminocrotononitrile reacts with ferrocenyl-1,2-enones to form ferrocenyl pyridines. It undergoes diazotization coupling reaction with p-substituted anilines to give 2-arylhydrazone-3-ketimino-butyronitriles.3-Aminocrotononitrile, (E)+(Z), is used in reaction with aryldiazonium salts gave, instead of the expected triazene, 2-arylhydrazono-3-ketobutyronitrile by electrophilic attack at the ?-carbon and hydrolysis of the resulting imine. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. 3-Aminocrotononitrile was used as bisnucleophilic reagent which on cyclocondensation with hexafluoroacetone(ethoxycarbonylimine) forms bis(trifluoromethyl)pyrimidinones.

Biochem/physiol Actions

3-Aminocrotononitrile reacts with ferrocenyl-1,2-enones to form ferrocenyl pyridines. It undergoes diazotization coupling reaction with p-substituted anilines to give 2-arylhydrazone-3-ketimino-butyronitriles.

3-Aminocrotononitrile(1118-61-2)Related Product Information

• Glycine
• 6-Aminocaproic acid
• Crotononitrile (pract)
• Polybutene
• 3-METHYL-3-BUTEN-1-OL
• Acetaminophen
• 2-Aminophenol
• Diaminomaleonitrile
• EC 2.6.1.2
• 3-Aminopyridine
• Tris(hydroxymethyl)aminomethane
• Glucosamine
• ALTRENOGEST
• CIS-BUTENEDIOIC ANHYDRIDE
• Methyl 3-aminocrotonate
• Isopropyl 3-aminocrotonate
• ETHYL 3-AMINOCROTONATE
• 2-AMINO-1-PROPENE-1,1,3-TRICARBONITRILE