105307-09-3

Basic information

• Product Name: (S)-3-METHOXYMANDELONITRILE
• Synonyms: (S)-3-METHOXYMANDELONITRILE
• CAS NO: 105307-09-3
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Mol File: 105307-09-3.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3-METHOXYMANDELONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-METHOXYMANDELONITRILE(105307-09-3)
• EPA Substance Registry System: (S)-3-METHOXYMANDELONITRILE(105307-09-3)

Safety Data

• Hazardous Substances Data: 105307-09-3(Hazardous Substances Data)

Usage

General Description

(S)-3-Methoxymandelonitrile is a chemical compound with the molecular formula C9H9NO2. It is a nitrile derivative of (S)-mandelic acid and contains a methoxy group attached to the benzene ring. (S)-3-METHOXYMANDELONITRILE is commonly used in the synthesis of pharmaceuticals and other organic compounds due to its ability to undergo reactions such as hydrolysis and reduction. It has also been studied for its potential as a chiral building block in the production of chiral drugs and fine chemicals. Additionally, (S)-3-Methoxymandelonitrile is known for its almond-like odor and is used in the flavor and fragrance industry.

Upstream product

• 224565-68-8 (S)-2-(3-methoxyphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 591-31-1 3-methoxy-benzaldehyde 
• 773837-37-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 27382-17-8 2-acetoxy-2-(3-methoxyphenyl)acetonitrile 
• 74-90-8 hydrogen cyanide 
• 93554-98-4 3-methoxy-α-[(trimethylsilyl)oxy]benzeneacetonitrile 

Downstream Products

• 21150-12-9 (S)-2-hydroxy-2-(3-methoxyphenyl)acetic acid 

Relevant articles and documents

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 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

α-Pinene-type chiral Schiff bases as tridentate ligands in asymmetric addition reactions

A group of tridentate Schiff bases derived from (+)-α-pinene were synthesized. The steric effects in the transition state, the importance of π-π stacking interactions as well as the electronic effects of aryl aldehydes according to Hammett constant values in the enantioselective addition of Et2Zn to aldehydes with the use of Schiff bases as chiral ligands are described. Also, a variety of aldehydes were cyanated using a catalyst prepared in situ from titanium tetraisopropoxide and chiral Schiff bases. The influence of a conjugated double-bond in the cyanation substrates on enantioselectivity was observed. The chemical structures of the chiral Schiff base-titanium alkoxide complexes are discussed based on their 1H and 13C NMR spectra. 3D models of the Zn2-complex catalyst and Ti-complex catalyst containing α-pinane-type Schiff bases based on X-ray diffraction experiments are postulated. The models presented were consistent with the reported chirality of the addition product and observed ee.