105367-21-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-3-METHYLMANDELONITRILE is utilized as a key intermediate in the synthesis of a variety of pharmaceuticals and organic compounds. Its unique structure and reactivity make it a valuable building block for creating new drugs and organic molecules with potential therapeutic applications.
Used in Flavoring Agents for the Food Industry:
Capitalizing on its distinct almond-like aroma, (S)-3-METHYLMANDELONITRILE serves as a flavoring agent in the food industry. It enhances the taste and aroma of food products, providing a natural and appealing flavor profile to consumers.
Used in Chemical Research:
The chemical properties of (S)-3-METHYLMANDELONITRILE make it an important subject of study in chemical research. Its reactivity, chirality, and potential to form various derivatives contribute to the advancement of chemical knowledge and the development of novel chemical processes and applications.

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 620-23-5 m-tolyl aldehyde 
• 308831-19-8 (R)-2-(3-methylphenyl)-2-trimethylsilyloxyacetonitrile 
• 773837-37-9 sodium cyanide 
• 75599-80-3 1-cyano-1-(3-methylphenyl)methyl acetate 
• 151-50-8 potassium cyanide 
• 151954-45-9 α-<(trimethylsilyl)oxy>-3-methylphenylacetonitrile 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 132748-42-6 (S)-2-hydroxy-2-(m-tolyl)acetic acid 

Relevant academic research and scientific papers

Stabilization of Hydroxynitrile Lyases from Two Variants of Passion Fruit, Passiflora edulis Sims and Passiflora edulis Forma flavicarpa, by C-Terminal Truncation

Because the synthesis of chiral compounds generally requires a broad range of substrate specificity and stable enzymes, screening for better enzymes and/or improvement of enzyme properties through molecular approaches is necessary for sustainable industri

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

Solid phase behavior in the chiral systems of various 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives

The solid phase behavior of a series of monosubstituted F-, Cl-, Br-, I-, and CH3- and two 2,4-halogen-disubstituted 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives was investigated. The study includes detailed information about melting temperature, melting enthalpy, X-ray diffraction data, as well as selected binary phase diagrams of the respective chiral systems. Aside from the known metastable conglomerate 2-chloromandelic acid, evidence for two more metastable conglomerates was found.

Discovery and molecular and biocatalytic properties of hydroxynitrile lyase from an invasive millipede, Chamberlinius hualienensis

Hydroxynitrile lyase (HNL) catalyzes the degradation of cyanohy-drins and causes the release of hydrogen cyanide (cyanogenesis). HNL can enantioselectively produce cyanohydrins, which are valuable building blocks for the synthesis of fine chemicals and ph

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

A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination

Using an acetone precipitation method, crude (S)-hydroxynitrile lyase [(S)-MeHNL] was separated from Munihot esculenta (cassava) leaves, and used directly as biocatalyst to catalyze asymmetric cyanohydrination and produce cyanohydrins with enantiomeric purities (≥90% ee) significantly greater than those previously reported. The use of a water/i-Pr2O system with an enzyme, NaCN, and appropriate amounts of acetic acid is crucial in improving the stereoselectivity of cyanohydrin formation by minimizing the non-enzymatic reaction and the racemization of the chiral products. The proposed isolation method for crude (S)-MeHNL has a high value because of its simplicity, and low cost as well as the high activity of the crude (S)-MeHNL.

Enantioselective silylcyanation of aldehydes catalyzed by new chiral oxovanadium complex

Oxovanadium(V) complex 4 was prepared from VOSO4 and tridentate Schiff base ligand, which was prepared from substituted salicylaldehyde and inexpensive (S)-valine. Asymmetric silylcyanation of the aldehydes catalyzed by catalyst 4 afforded cyanohydrins with good enantioselectivities.

A novel bifunctional Ti(IV) complex catalyzed asymmetric silylcyanation of aldehydes

A novel Lewis acid and Lewis base bifunctional Ti(IV) complex was formed in situ upon the treatment of ligand (R)-3,3′-bis(diphenylphosphinoyl)-BINOL with Ti(PrO-i)4, which is proven to be an efficient catalyst in the asymmetric trimethylsilylc

Enantioselective hydrocyanation of aldehydes catalyzed by [Li{Ru(phgly)2(binap)}]X (X = Cl, Br)

Novel bimetallic complexes [Li{Ru[(S)-phgly]2[(S)-binap]}]X (X = Cl, Br) are readily synthesized by mixing Ru[(S)-phgly]2[(S)-binap] and LiX. A single-crystal X-ray analysis reveals the structure. These bimetallic complexes efficient

Asymmetric synthesis of a new salen type-titanium complex as the catalyst for asymmetric trimethylsilylcyanation of aldehydes

This work describes the asymmetric synthesis of a new salen-type ligand via a Diels-Alder reaction and Curtius rearrangement. The ligand with a norbornane skeleton was used in the trimethylsilylcyanation of aldehydes, but the enantioselectivity was 55%ee. The norborane skeleton was cleaved to destroy this rigidity, and the eanatioselectivity was thereby increased to 85%ee.