(R)-2-Hydroxypentanenitrile

Base Information

• Chemical Name: (R)-2-Hydroxypentanenitrile
• CAS No.: 10021-63-3
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• Hs Code.: 2926909090
• European Community (EC) Number: 631-166-8
• Nikkaji Number: J84.319I
• Wikidata: Q76421498
• Mol file: 10021-63-3.mol

Synonyms:(R)-2-Hydroxypentanenitrile;(2r)-2-hydroxypentanenitrile;10021-63-3;AKOS006308639

Chemical Property of (R)-2-Hydroxypentanenitrile

Chemical Property:

• PSA: 44.02000
• LogP: 0.67098
• 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:

99% ^*data from raw suppliers

(R)-2-HYDROXYPENTANENITRILE 95.00% ^*data from reagent suppliers

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 (R)-2-Hydroxypentanenitrile

There total 21 articles about (R)-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: 99.0%

sodium cyanide (143-33-9,25596-52-5) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3)

Guidance literature:

With R-PaHNL; In acidic aq. solution; at 5 ℃; for 24h; pH=5.5;

DOI:10.1016/S0957-4166(01)00183-5

Reference yield: 92.0%

hydrogen cyanide (74-90-8) + butyraldehyde (123-72-8) → (R)-(+)-2-hydroxypentanenitrile (10021-63-3)

Guidance literature:

With tartrate buffer; In di-isopropyl ether; at 5 ℃; for 24h; apple meal (R)-oxynitrilase;

DOI:10.1016/S0957-4166(97)00080-3

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

upstream raw materials:

hydrogen cyanide

butyraldehyde

1-Cyanobutanol

2-acetoxybutanenitrile

Downstream raw materials:

C₂₁H₂₇NOSi

C₃₃H₄₈O₇Si

C₃₃H₅₀O₆Si

C₃₃H₄₈O₅Si

Refernces

• 1、 Huuhtanen, Tuomas T.,Kanerva, Liisa T.. "Enzyme-Catalysed Synthesis of Optically Active Aliphatic Cyanohydrins". . p. 1223 - 1226. Retrieved 1992.
• 2、 Thomas, Juliana Christina,Aggio, Bruno Bernardi,Marques de Oliveira, Alfredo Ricardo,Piovan, Leandro. "High-Throughput Preparation of Optically Active Cyanohydrins Mediated by Lipases". . p. 5964 - 5970. Retrieved 2016/12/26.
• 3、 Das, Tapas,Mahapatra, Tridib,Nanda, Samik. "Total synthesis of stagonolide B". experimental part. p. 1186 - 1189. Retrieved 2012/03/26.