178201-08-6

Basic information

• Product Name: (S)-4-ACETYLOXY-MANDELONITRILE
• Synonyms: (S)-4-ACETYLOXY-MANDELONITRILE
• CAS NO: 178201-08-6
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.18
• Mol File: 178201-08-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 365.9±32.0 °C(Predicted)
• Appearance: /
• Density: 1.261±0.06 g/cm3(Predicted)
• PKA: 10.33±0.20(Predicted)
• CAS DataBase Reference: (S)-4-ACETYLOXY-MANDELONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-ACETYLOXY-MANDELONITRILE(178201-08-6)
• EPA Substance Registry System: (S)-4-ACETYLOXY-MANDELONITRILE(178201-08-6)

Safety Data

• Hazardous Substances Data: 178201-08-6(Hazardous Substances Data)

Usage

General Description

(S)-4-Acetyloxy-Mandelonitrile is a chemical compound, specifically an organic compound, containing 12 carbon atoms, 13 hydrogen atoms, 3 oxygen atoms, and one nitrogen atom. Its molecular formula is C12H13NO4. It belongs to the group of compounds known as alpha Hydroxy Acids and Derivatives. This chemical is lightweight, highly reactive, and is usually used in laboratory settings. It is mostly used in research purposes and scientific experiments. Being a specialty chemical, it's not commonly seen in daily-life products. Like many similar substances, it should be handled with care as it can be potentially hazardous.

Upstream product

• 878-00-2 4-formylphenyl acetate 
• 74-90-8 hydrogen cyanide 
• 118736-06-4 C₁₃H₁₇NO₃Si 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 131100-55-5 4'-Octyloxy-biphenyl-4-carboxylic acid 4-[(R)-cyano-((E)-(S)-1-methyl-but-2-enyloxy)-methyl]-phenyl ester 
• 131023-33-1 4'-Octyloxy-biphenyl-4-carboxylic acid 4-[(R)-cyano-((E)-(R)-1-methyl-but-2-enyloxy)-methyl]-phenyl ester 
• 133412-38-1 (R)-(4-Hydroxy-phenyl)-((E)-(S)-1-methyl-but-2-enyloxy)-acetonitrile 
• 133412-38-1 (R)-(4-Hydroxy-phenyl)-((E)-(R)-1-methyl-but-2-enyloxy)-acetonitrile 
• 133412-37-0 Acetic acid 4-[(R)-cyano-((E)-(R)-1-methyl-but-2-enyloxy)-methyl]-phenyl ester 
• 133412-37-0 Acetic acid 4-[(R)-cyano-((E)-(S)-1-methyl-but-2-enyloxy)-methyl]-phenyl ester 

Relevant articles and documents

Cooperative thiourea-Bronsted acid organocatalysis: Enantioselective cyanosilylation of aldehydes with TMSCN

We report a new thiourea - Bronsted acid cooperative catalytic system for the enantioselective cyanosilylation of aldehydes with yields up to 90% and enantioselectivities up to 88%. The addition of an achiral acid was found to be crucial for high asymmetric induction. Mechanistic investigations using a combination of NMR, ESI-MS, and density functional theory computations (including solvent corrections) at the M06/6-31G(d,p) level of theory suggest that the key catalytic species results from the cooperative interaction of bifunctional thioureas and an achiral acid that form well-defined chiral hydrogen-bonding environments.

(R)- and (S)-cyanohydrins using oxynitrilases in whole cells

Almond meal and Sorghum bicolor shoots were used as the sources of oxynitrilases for the preparation of a number (R)- and (S)-arylcyanohydrins, respectively, from the corresponding aldehydes in diisopropyl ether. Two different in situ methods were used to introduce hydrogen cyanide into the reaction mixture. In method 1, acetone cyanohydrin decomposes enzymatically and/or chemically to hydrogen cyanide. In method 2, hydrogen cyanide freely evaporates from a solution in diisopropyl ether from one compartment of the reaction vessel and ends up to the other where it dissolves into the reaction mixture.