Pentanenitrile, 3-hydroxy-, (3R)-

Base Information

• Chemical Name: Pentanenitrile, 3-hydroxy-, (3R)-
• CAS No.: 198561-27-2
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• DSSTox Substance ID: DTXSID60456443
• Nikkaji Number: J84.321K
• Mol file: 198561-27-2.mol

Synonyms:(r)-3-hydroxypentanenitrile;198561-27-2;Pentanenitrile, 3-hydroxy-, (3R)-;(3R)-3-hydroxypentanenitrile;(3R)-3-Hydroxyvaleronitrile;DTXSID60456443;MFCD09260308;A50899

Chemical Property of Pentanenitrile, 3-hydroxy-, (3R)-

Chemical Property:

• XLogP3: 0.2
• 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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pentanenitrile, 3-hydroxy-, (3R)-

There total 12 articles about Pentanenitrile, 3-hydroxy-, (3R)- 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: 86.0%

potassium cyanide + (R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9) → (R)-3-hydroxypentanenitrile (198561-27-2)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 18 - 25 ℃; for 15.25 - 18h;

Reference yield: 75.1%

(R)-1-(cyanomethyl)propyl butyrate (713512-32-4) → (R)-3-hydroxypentanenitrile (198561-27-2)

Guidance literature:

With Lipase PS; potassium phosphate buffer; at 30 ℃; for 29h; pH=7; Enzymatic reaction;

DOI:10.1271/bbb.120331 DOI:10.1271/bbb.120331

Reference yield: 68.6%

3-oxo-pentanenitrile (33279-01-5) → (R)-3-hydroxypentanenitrile (198561-27-2)

Guidance literature:

With glucose dehydrogenase; carbonyl reductase S₁; Enzymatic reaction;

DOI:10.1271/bbb.120331 DOI:10.1271/bbb.120331

upstream raw materials:

Acetic acid 2-cyano-1-ethyl-ethyl ester

(R)-1-(cyanomethyl)propyl acetate

vinyl acetate

3-hydroxyvaleronitrile

Downstream raw materials:

C₂₄H₂₈N₆O₄

C₁₄H₁₉N₃O₂

C₂₃H₂₆N₄O₅

C₂₂H₂₄N₄O₅