(R)-A-HYDROXY-2-THIOPHENEACETONITRILE

Base Information

• Chemical Name: (R)-A-HYDROXY-2-THIOPHENEACETONITRILE
• CAS No.: 10017-06-8
• Molecular Formula: C6H5NOS
• Molecular Weight: 139.17500
• Hs Code.: 2934999090
• Mol file: 10017-06-8.mol

Synonyms:

Chemical Property of (R)-A-HYDROXY-2-THIOPHENEACETONITRILE

Chemical Property:

• PSA: 72.26000
• LogP: 1.30508

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-A-HYDROXY-2-THIOPHENEACETONITRILE

There total 6 articles about (R)-A-HYDROXY-2-THIOPHENEACETONITRILE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

thiophene-2-carbaldehyde (98-03-3) + potassium cyanide (151-50-8) → (R)-(-)-2-hydroxy-2-(2-thienyl)acetonitrile (10017-06-8)

Guidance literature:

With sodium citrate; citric acid; at 0 - 5 ℃; for 0.666667h; (S)-hydroxynitrile lyase from Hevea brasiliensis;

DOI:10.1016/0040-4020(96)00354-7

Reference yield:

thiophene-2-carbaldehyde (98-03-3) + sodium cyanide (773837-37-9) → (R)-(-)-2-hydroxy-2-(2-thienyl)acetonitrile (10017-06-8)

Guidance literature:

sodium cyanide; With (S)-hydroxynitrile lyase; acetic acid; In water; isopropyl alcohol; for 48h; Cooling with ice; Enzymatic reaction;

thiophene-2-carbaldehyde; In water; isopropyl alcohol; for 48h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.tetasy.2013.03.015

Reference yield:

thiophene-2-carbaldehyde (98-03-3) + trimethylsilyl cyanide (7677-24-9) → (S)-(+)-2-hydroxy-2-(2-thienyl)acetonitrile (134562-59-7) + (R)-(-)-2-hydroxy-2-(2-thienyl)acetonitrile (10017-06-8)

Guidance literature:

With (S)-2--3-methyl-1-butanol titanium tetraisopropoxide; In dichloromethane; at -80 ℃; for 36h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00058a037

upstream raw materials:

thiophene-2-carbaldehyde

trimethylsilyl cyanide

hydrogen cyanide

potassium cyanide

Refernces

• 1、 Zheng, Zubiao,Zi, Yan,Li, Zhongzhou,Zou, Xinzhuo. "A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination". . p. 434 - 439. Retrieved 2013/06/27.
• 2、 Nanda, Samik,Kato, Yasuo,Asano, Yasuhisa. "A new (R)-hydroxynitrile lyase from Prunus mume: Asymmetric synthesis of cyanohydrins". . p. 10908 - 10916. Retrieved 2007/10/03.