4-Chlorobutyronitrile

4-Chlorobutyronitrile
Names
	Other names 4-chlorobutanenitrile
Identifiers
CAS Number	628-20-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	11831;
ECHA InfoCard	100.010.029
EC Number	211-031-6;
PubChem CID	12336;
UNII	9JDK6275GP;
CompTox Dashboard (EPA)	DTXSID0060850 ;
	InChI InChI=1S/C4H6ClN/c5-3-1-2-4-6/h1-3H2 Key: ZFCFBWSVQWGOJJ-UHFFFAOYSA-N;
	SMILES C(CC#N)CCl;
Properties
Chemical formula	C4H6ClN
Molar mass	103.55 g·mol−1
Appearance	colorless liquid
Density	1.0934 g/cm3 @15 °C
Boiling point	189–191 °C (372–376 °F; 462–464 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds	3-Chloropropionitrile; Butyronitrile
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

4-Chlorobutyronitrile is the organic compound with the formula ClCH₂CH₂CH₂CN. With both chloro and cyano functional groups, it is a bifunctional molecule. This colorless liquid is prepared by the reaction of sodium cyanide with 1-bromo-3-chloropropane.^[1]

4-Chlorobutyronitrile is a precursor to the drugs buflomedil and buspirone.^[2]

Cyclopropyl cyanide is prepared by reaction of 4-chlorobutyronitrile with sodium amide in liquid ammonia.^[3]

References[]

^ Charles F. H. Allen (1928). "γ-Chlorobutyronitrile". Organic Syntheses. 8: 52. doi:10.15227/orgsyn.008.0052.
^ Pollak, Peter; Romeder, Gérard; Hagedorn, Ferdinand; Gelbke, Heinz-Peter (2000). "Nitriles". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_363.
^ Schlatter, M. J. (1943). "Cyclopropyl Cyanide". Organic Syntheses. 23: 20. doi:10.15227/orgsyn.023.0020.