3-HYDROXY-3-PHENYL-PROPIONITRILE

Chemical Properties

Orange Oil

Uses

3-Phenyl-3-hydroxypropanenitrile (cas# 17190-29-3) is a compound useful in organic synthesis.

Definition

ChEBI: 3-hydroxy-3-phenylpropionitrile is a nitrile that is 3-phenylpropionitrile in which one of the methylene hydrogens at position 3 is replaced by a hydroxy group. It is a nitrile, a member of benzyl alcohols and a secondary alcohol. It is functionally related to a 3-phenylpropionitrile.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 366, 1983 DOI: 10.1021/jo00151a017
Synthetic Communications, 24, p. 1433, 1994 DOI: 10.1080/00397919408011747
Tetrahedron Letters, 26, p. 155, 1985 DOI: 10.1016/S0040-4039(00)61867-1

General Description

3-Hydroxy-3-phenylpropionitrile, a β-hydroxynitrile, is an aryl substituted α-aminophenylaceronitrile. It can be obtained by reacting lithioacetonitrile with benzaldehyde via asymmetric 1,2-addition reaction.