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1118-61-2 - 3-Aminocrotononitrile, (E)+(Z), 96% - Diacetonitrile - 3-Iminobutyronitrile - L05316 - Alfa Aesar

L05316 3-Aminocrotononitrile, (E)+(Z), 96%

CAS Number
1118-61-2
Synonyms
Diacetonitrile
3-Iminobutyronitrile

Size Price ($) Quantity Availability
100g 41.60
500g 136.00
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3-Aminocrotononitrile, (E)+(Z), 96%

MDL
MFCD00008071
EINECS
214-266-2

Chemical Properties

Formula
C4H6N2
Formula Weight
82.11
Melting point
ca 70-75°
Boiling Point
120°/4mm
Flash Point
154°(309°F)
Solubility
Very soluble in water, soluble in ethanol.

Applications

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents.

Literature References

Elena I Klimova et. al. 4-Ferrocenylpyridine- and 4-ferrocenyl-3-ferrocenylmethyl-3,4-dihydropyridine-3,5-dicarbonitriles: multi-component synthesis, structures and electrochemistry. Molecules. span>2012, 17,(9), 10079-10093.

Karci F and Demirçali A. Synthesis of disazo pyrazolo [1, 5-< i> a] pyrimidines. Dyes and Pigments. span>2007, 74,(2), 288-297.

Reaction with aryldiazonium salts gave, instead of the expected triazene, 2-arylhydrazono-3-ketobutyronitrile by electrophilic attack at the ɑ-carbon and hydrolysis of the resulting imine: Can. J. Chem., 73, 169 (1995).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H319-H317

Harmful if swallowed. Causes serious eye irritation. May cause an allergic skin reaction.

Precautionary Statements: P261-P280-P305+P351+P338-P302+P352-P321-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF ON SKIN: Wash with plenty of soap and water. Specific treatment (see label). Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1719815
Harmonized Tariff Code
2926.90
TSCA
Yes

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