191792-45-7

Basic information

• Product Name: (S)-2-(2-methylphenyl)-2-trimethylsilyloxyacetonitrile
• Synonyms: (S)-2-(2-methylphenyl)-2-trimethylsilyloxyacetonitrile
• CAS NO: 191792-45-7
• Molecular Weight: 219.359
• Mol File: 191792-45-7.mol

Chemical Properties

• CAS DataBase Reference: (S)-2-(2-methylphenyl)-2-trimethylsilyloxyacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(2-methylphenyl)-2-trimethylsilyloxyacetonitrile(191792-45-7)
• EPA Substance Registry System: (S)-2-(2-methylphenyl)-2-trimethylsilyloxyacetonitrile(191792-45-7)

Safety Data

• Hazardous Substances Data: 191792-45-7(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 529-20-4 2-methylphenyl aldehyde 

Downstream Products

• 85589-34-0 (S)-(-)-α-hydroxy-2-methylphenylacetonitrile 

Relevant articles and documents

Vanadium-Catalyzed Asymmetric Cyanohydrin Synthesis

(Matrix Presented) Based on a mechanistic understanding of asymmetric cyanohydrin synthesis catalyzed by chiral titanium-salen complexes, a new catalyst based on vanadium(IV) has been developed. The chiral (salen)VO catalyst is more enantioselective than

Straightforward access to high-performance organometallic catalysts by fluoride activation: Proof of principle on asymmetric cyanation, asymmetric Michael addition, CO2 addition to epoxide, and reductive alkylation of amines by tetrahydrofuran

We demonstrate that well-known transition metal catalysts can be transformed into high-performance versions by the simple use of a fluoride anion source. In situ fluoride-activated catalysts are highly active catalytic species. The isolation may lead to degradation of the species or a decrease in catalytic activity. Fluoride activation of known, relatively simple catalysts resulted in the development of one of the most efficient catalytic systems for the asymmetric cyanation of aldehydes, asymmetric Michael addition, and synthesis of cyclic carbonates. Furthermore, the fluoride-assisted reductive opening of tetrahydrofuran (THF) with amines was developed. We believe that the proposed approach can find broad applications in the enhancement of known catalytic processes and in the design of new ones.

Enantioselective cyanosilylation of aldehydes catalyzed by a multistereogenic salen-Mn(III) complex with a rotatable benzylic group as a helping hand

A multistereogenic salen-Mn(iii) complex bearing an aromatic pocket and two benzylic groups as helping hands was found to be efficient in the catalysis of asymmetric cyanosilylation. The salen-Mn catalyst partially mimics the functions of biocatalysts by

Enantioselective cyanosilylation of aldehydes catalyzed by novel camphor derived Schiff bases-titanium(IV) complexes

Five tridentate Schiff bases have been prepared from (1R,2S,3R,4S)-3-amino- 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol and salicylaldehydes. X-ray structure investigation revealed differences in their molecular conformation, and their titanium(IV) complexes

The synthesis of tetradentate salens derived from (3R,4R)-N-substituted-3, 4-diaminopyrrolidines and their application in the enantioselective trimethylsilylcyanation of aromatic aldehydes

The in situ formed Ti(IV) complexes of pyrrolidine-based chiral salen ligands derived from natural l-tartaric acid were evaluated as catalysts in the enantioselective trimethylsilylcyanation of aromatic aldehydes. The different activity and selectivity of the catalysts in the formation of the products were found to be dependent on the N-substituent of the pyrrolidine.

Enantioselective cyanation of aldehydes catalyzed by bifunctional salen-aluminum complex

Chiral N-oxide salen ligands and their corresponding Al complexes were synthesized. Notably, the catalytic activity and asymmetric induction ability of the bifunctional N-oxide salen-Al for asymmetric cyanosilylation were compared with that of bi-componen

Asymmetric cyanohydrin synthesis using an aluminium(salan) complex

The asymmetric addition of trimethylsilyl cyanide to aldehydes catalysed by chiral metal(salan) complexes has been investigated. Salan complexes of titanium and vanadium displayed only low catalytic activity, but a bimetallic aluminium(salan) complex gave

Fine modification of salen ligands - Effects on the salen-Ti-catalyzed asymmetric cyanosilylation of aldehydes

New bifunctional N-oxide salen-TiIV complexes and a pyrrolidine salen-TiIV complex in combination with achiral N-oxide were developed and applied to the asymmetric addition of trimethylsilyl cyanide to aldehydes. Notably, both enanti

A practical Ti-salen catalyst based on dimeric salen ligand for asymmetric addition of trimethylsilyl cyanide to aldehydes

A dimeric salen ligand derived from L-tartaric acid was synthesized through linking two salen units with 1,6-dibromohexane. The corresponding Ti complex was proved to be an efficient catalyst for asymmetric addition of trimethylsilyl cyanide to aldehydes,

Kinetics and mechanism of vanadium catalysed asymmetric cyanohydrin synthesis in propylene carbonate

Propylene carbonate can be used as a green solvent for the asymmetric synthesis of cyanohydrin trimethylsilyl ethers from aldehydes and trimethylsilyl cyanide catalysed by VO(salen)NCS, though reactions are slower in this solvent than the corresponding re