160754-13-2

Basic information

• Product Name: Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-
• CAS NO: 160754-13-2
• Molecular Formula: C6H11NO
• Mol File: 160754-13-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-(160754-13-2)
• EPA Substance Registry System: Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-(160754-13-2)

Safety Data

• Hazardous Substances Data: 160754-13-2(Hazardous Substances Data)

Upstream product

• 74-90-8 hydrogen cyanide 
• 107-87-9 2-Pentanone 
• 91390-80-6 2-methyl-2-(trimethylsiloxy)pentanenitrile 
• 4111-09-5 2-Hydroxy-2-methyl-pentanenitrile 
• 151-50-8 potassium cyanide 

Relevant articles and documents

Synthesis of aliphatic and α-halogenated ketone cyanohydrins with the hydroxynitrile lyase from Manihot esculenta

The potential of the hydroxynitrile lyase from Manihot esculenta towards ketone substrates was investigated. It was observed that the length of the aliphatic chain is a key parameter for the conversion of aliphatic, non-branched ketones. Smaller substrates are readily converted with high enantioselectivites, but the elongation of the chain length causes a significant loss in enzyme activity. For a number of halogenated, herein especially fluorinated, acetophenone derivatives the corresponding cyanohydrins have been synthesized with good to moderate enantioselectivities. Overcoming limitations: Ketone cyanohydrins are extremely useful intermediates for the synthesis of unusual tertiary alcohols. In this contribution, the limits of the hydroxynitrile lyase from Manihot esculenta towards such substrates are investigated and evaluated. High enantioselectivities are obtained in a simple two-phase system, even with very challenging fluorinated acetophenone derivatives.

A new (R)-hydroxynitrile lyase from Prunus mume: Asymmetric synthesis of cyanohydrins

A new hydroxynitrile lyase (HNL) was isolated from the seed of Japanese apricot (Prunus mume). The enzyme has similar properties with HNL isolated from other Prunus species and is FAD containing enzyme. It accepts a large number of unnatural substrates (benzaldehyde and its variant) for the addition of HCN to produce the corresponding cyanohydrins in excellent optical and chemical yields. A new HPLC based enantioselective assay technique was developed for the enzyme, which promotes the addition of KCN to benzaldehyde in a buffered solution (pH=4.5).

Enzyme catalysed formation of (S)-cyanohydrins derived from aldehydes and ketones in a biphasic solvent system

By employing a vigorously stirred two phase system aqueous buffer/organic solvent and using the hydroxynitrile lyase from Hevea brasiliensis as biocatalyst enantiopure (S)-cyanohydrins from aliphatic, unsaturated, aromatic and heteroaromatic aldehydes and methyl alkyl and methyl phenyl ketones are obtained in high yield and in general 98-99% enantiomeric excess.