188481-44-9

Basic information

• Product Name: (R)-A-HYDROXY-3-THIOPHENEACETONITRILE
• Synonyms: (R)-A-HYDROXY-3-THIOPHENEACETONITRILE
• CAS NO: 188481-44-9
• Molecular Formula: C6H5NOS
• Molecular Weight: 0
• Mol File: 188481-44-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-A-HYDROXY-3-THIOPHENEACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-A-HYDROXY-3-THIOPHENEACETONITRILE(188481-44-9)
• EPA Substance Registry System: (R)-A-HYDROXY-3-THIOPHENEACETONITRILE(188481-44-9)

Safety Data

• Hazardous Substances Data: 188481-44-9(Hazardous Substances Data)

Usage

General Description

(R)-A-HYDROXY-3-THIOPHENEACETONITRILE is a chemical compound with the molecular formula C6H5NOS. It is a nitrile derivative of (R)-A-HYDROXY-3-THIOPHENEACETONITRILE, a heterocyclic compound containing a thiophene ring. (R)-A-HYDROXY-3-THIOPHENEACETONITRILE is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceuticals and fine chemicals. It is also used as a reagent in organic synthesis and as an intermediate in the production of agrochemicals and biologically active compounds. (R)-A-HYDROXY-3-THIOPHENEACETONITRILE has applications in the fields of medicine, agriculture, and materials science, making it an important and versatile chemical.

Upstream product

• 498-62-4 3-thiophene carboxaldehyde 
• 151-50-8 potassium cyanide 
• 773837-37-9 sodium cyanide 
• 74-90-8 hydrogen cyanide 

Relevant articles and documents

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.

Preparation of optically active cyanohydrins using the (S)-hydroxynitrile lyase from Hevea brasiliensis

Several aliphatic, aromatic and heteroaromatic aldehydes have been converted into the chiral cyanohydrins using the (S) hydroxynitrile lyase from Hevea brasiliensis. The corresponding cyanohydrins were obtained in moderate to good yield and high enantiomeric excess with the exeption of phenyloxyacetaldehyde, benzyloxyacetaldehyde and the pyrrole-, pyridine- and indolealdehydes investigated. In contrast to previously reported results, cinnamaldehyde could be converted into (S)-(-)-2-hydroxy-4-phenyl-(E)-but-3- enenitrile with good selectivity by means of optimized reaction conditions.