107485-33-6

Basic information

• Product Name: (S)-(-)-2-hydroxy-3-methylbutanenitrile
• CAS NO: 107485-33-6
• Molecular Weight: 99.1326
• Mol File: 107485-33-6.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (S)-(-)-2-hydroxy-3-methylbutanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-hydroxy-3-methylbutanenitrile(107485-33-6)
• EPA Substance Registry System: (S)-(-)-2-hydroxy-3-methylbutanenitrile(107485-33-6)

Safety Data

• Hazardous Substances Data: 107485-33-6(Hazardous Substances Data)

Upstream product

• 74-90-8 hydrogen cyanide 
• 78-84-2 isobutyraldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 151-50-8 potassium cyanide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Relevant articles and documents

Highly enantioselective cyanosilylation of aldehydes catalyzed by novel β-amino alcohol-titanium complexes

The β-amino alcohol 1b-Ti(Oi-Pr)4 complex has been shown to catalyze the enantioselective cyanosilylation of aldehydes efficiently. In the presence of 5 mol % of 1b-Ti(Oi-Pr)4 complex catalyst, the aromatic, conjugated, heteroaromatic, and aliphatic aldehydes were converted to their corresponding trimethylsilyl ethers of cyanohydrins in 90-99% yields with up to 94% ee under mild conditions.

Chiral linear polymers bonded alternatively with salen and 1,4-dialkoxybenzene: Synthesis and application for Ti-catalyzed asymmetric TMSCN addition to aldehydes

The synthesis of chiral linear polymers 1a-b having salen and 1,4-dioctyloxybenzene as alternate segments has been accomplished. The GPC analysis showed the molecular weights corresponding to ca. 15 (Mw = 10,999, Mn = 9165 and PDI = 1.20) repeating units for 1a and ca. 8 (Mw = 8547, Mn = 7883 and PDI = 1.08) repeating units for 1b. Polymers 1a-b have been studied with Ti(OiPr)4 as a recyclable catalyst for the asymmetric addition of TMSCN to aldehydes while the selectivity of the polymer catalyst is identical to that of the monomer. The reactions are efficient affording the cyanohydrins with up to 88% ee. The selectivity of the polymer based catalyst 9a is found to be the same to that of the monomer 10a. The reaction provides the advantages of simplified product isolation and easy recovery and recyclability of polymer catalyst 9a without any loss of activity or selectivity.

Highly enantioselective cyanosilylation of aldehydes catalyzed by a Lewis acid-Lewis base bifunctional catalyst

A new bifunctional asymmetric catalyst containing a Lewis acid and a Lewis base (1) was developed and applied to the catalytic asymmetric cyanosilylation of aldehydes. The products were obtained generally with excellent enantiomeric excess. The experiment