Mandelonitrile Identifiers CAS number PubChem ChemSpider KEGG ChEBI Jmol-3D images Image 1 Properties Molecular formula C8H7NO Molar mass 133.15 g mol−1 Density 1.117 g/mL at 25 °C Melting point
Hazards R-phrases S-phrases Main hazards toxic Flash point 113 °C Related compounds Related compounds mandelic acid, phenylacetonitrile (what is: /?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
The naturally-occurring (R)-(+) enantiomer finds use as an intermediate in the preparation of optically active α-hydroxy carboxylic acids, α-hydroxy aldehydes, α-hydroxy ketones, and 2-amino alcohols.
Racemic mandelonitrile may be prepared similar to many other cyanohydrins. In a one pot reaction, benzaldehyde is reacted with sodium bisulfite to give the corresponding adduct, which further reacts with aqueous sodium cyanide to give the racemic product:
- ^ Sigma-Aldrich product page
- ^ Kruse, C.G. In Collins, A.N. Sheldrake, G.N. Crosby, J., Eds. Chirality in Industry Chichester, UK , (1992), 279
- ^ Corson, B. B.; Dodge, R. A.; Harris, S. A.; Yeaw, J. S. (1941), "Mandelic Acid", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv1p0336 ; Coll. Vol. 1: 336
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