(S)-2-Hydroxypentanenitrile

Base Information

• Chemical Name: (S)-2-Hydroxypentanenitrile
• CAS No.: 107537-99-5
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• DSSTox Substance ID: DTXSID701309733
• Nikkaji Number: J84.318K
• Mol file: 107537-99-5.mol

Synonyms:(S)-2-Hydroxypentanenitrile;107537-99-5;(2S)-2-hydroxypentanenitrile;CHEBI:197363;DTXSID701309733

Chemical Property of (S)-2-Hydroxypentanenitrile

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 81.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C#N)O
• Isomeric SMILES: CCC[C@@H](C#N)O

Technology Process of (S)-2-Hydroxypentanenitrile

There total 12 articles about (S)-2-Hydroxypentanenitrile 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:

(+/-)-2-methyl-2-hydroxyhexanenitrile (4111-12-0) + butyraldehyde (123-72-8) → n-hexan-2-one (591-78-6) + (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5) + (S)-2-hydroxy-2-methylhexanenitrile

Guidance literature:

With (R)-oxynitrilase in almond meal; tartrate buffer pH 5.4; In di-isopropyl ether; at 25 ℃; for 165h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(97)00110-9

Reference yield:

sodium cyanide (773837-37-9) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5)

Guidance literature:

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

butyraldehyde; In water; isopropyl alcohol; for 48h; enantioselective reaction; Cooling with ice;

DOI:10.1016/j.tetasy.2013.03.015

Reference yield:

hydrogen cyanide (74-90-8) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3) + (S)-2-Hydroxypentanenitrile (107537-99-5)

Guidance literature:

With almond meal; citrate buffer pH 5.5; In ethyl acetate; at 4 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1080/00397919108021286

upstream raw materials:

2-acetoxybutanenitrile

2-(Phenylacetoxy)pentannitril

2-(Phenylpropionyloxy)pentannitril

2-(Butyryloxy)pentannitril