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3-Chloropropionitrile
Chemical compound / From Wikipedia, the free encyclopedia
3-Chloropropionitrile is an organic compound with the formula ClCH2CH2CN. A colorless liquid, it is prepared by the reaction of hydrogen chloride with acrylonitrile. It is used commercially as a precursor to the drug famotidine.[1]
Quick Facts Names, Identifiers ...
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Names | |
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Preferred IUPAC name
3-Chloropropanenitrile | |
Other names
1-Chloro-2-cyanoethane; β-Chloropropionitrile | |
Identifiers | |
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3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.008.025 ![]() |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C3H4ClN | |
Molar mass | 89.52 g·mol−1 |
Appearance | colorless liquid |
Density | 1.1573 g/cm3 |
Melting point | −51 °C (−60 °F; 222 K) |
Boiling point | 175–176 °C (347–349 °F; 448–449 K) |
Hazards | |
GHS labelling: | |
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Danger | |
H227, H300, H315, H319 | |
P210, P264, P270, P280, P301+P310+P330, P302+P352, P305+P351+P338, P332+P313, P337+P313, P370+P378, P403+P235, P405, P501 | |
Related compounds | |
Related compounds |
4-Chlorobutyronitrile Propionitrile |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is an alkylating agent, as illustrated by its reaction with imidazoles to give the cyanoethylated imidazolium salts.[2] Similarly, it alkylates thiourea, en route to 3-mercaptopropionitrile.[3]