(2r)-2-Hydroxy-2-(3-hydroxyphenyl)acetonitrile

Base Information

• Chemical Name: (2r)-2-Hydroxy-2-(3-hydroxyphenyl)acetonitrile
• CAS No.: 10049-64-6
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• European Community (EC) Number: 631-169-4
• Nikkaji Number: J74.254F
• Mol file: 10049-64-6.mol

Synonyms:(2r)-2-hydroxy-2-(3-hydroxyphenyl)acetonitrile;10049-64-6;SCHEMBL7262478;(+)-m-Hydroxy-D-mandelonitrile;AKOS006307709

Chemical Property of (2r)-2-Hydroxy-2-(3-hydroxyphenyl)acetonitrile

Chemical Property:

• PSA: 64.25000
• LogP: 0.94918
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-3-HYDROXYMANDELONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C(C#N)O
• Isomeric SMILES: C1=CC(=CC(=C1)O)[C@H](C#N)O

Technology Process of (2r)-2-Hydroxy-2-(3-hydroxyphenyl)acetonitrile

There total 2 articles about (2r)-2-Hydroxy-2-(3-hydroxyphenyl)acetonitrile 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:

hydrogen cyanide (74-90-8) + meta-hydroxybenzaldehyde (100-83-4) → (R)-3-hydroxybenzaldehyde cyanohydrin (10049-64-6)

Guidance literature:

In ethanol; (enzymatic transformation);

Reference yield:

hydrogen cyanide (74-90-8) + meta-hydroxybenzaldehyde (100-83-4) → (R)-3-hydroxybenzaldehyde cyanohydrin (10049-64-6) + (S)-Hydroxy-(3-hydroxy-phenyl)-acetonitrile (125781-60-4)

Guidance literature:

With (3S,6S)-3-((1H-Imidazol-5-yl)methyl)-6-benzylpiperazine-2,5-dione; In diethyl ether; at -5 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

hydrogen cyanide

meta-hydroxybenzaldehyde

Refernces

• 1、 Matthews, Barry R.,Jackson, W. Roy,Jayatilake, Gamini S.,Wilshire, Colin,Jacobs, Howard A.. "Asymmetric Hydrocyanation of a Range of Aromatic and Aliphatic Aldehydes". . p. 1697 - 1710. Retrieved 2007/10/02.