Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-

Base Information

• Chemical Name: Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-
• CAS No.: 160754-13-2
• Molecular Formula: C6H11NO
• DSSTox Substance ID: DTXSID00472708
• Nikkaji Number: J1.017.534H
• Wikidata: Q82301787
• Mol file: 160754-13-2.mol

Synonyms:Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-;(2S)-2-hydroxy-2-methylpentanenitrile;160754-13-2;SCHEMBL5697037;DTXSID00472708;CHEBI:197344

Chemical Property of Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pentanenitrile, 2-hydroxy-2-methyl-, (2S)-

There total 4 articles about Pentanenitrile, 2-hydroxy-2-methyl-, (2S)- 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) + 2-Pentanone (107-87-9) → (S)-methyl propyl ketone cyanohydrin (160754-13-2) + (R)-methyl propyl ketone cyanohydrin (135362-74-2)

Guidance literature:

In di-isopropyl ether; at 0 ℃; for 43h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; (R)-oxynitrilase, Avicel cellulose, 0.02 M sodium acetate buffer;

DOI:10.1016/S0040-4039(00)78796-X

Reference yield:

2-methyl-2-(trimethylsiloxy)pentanenitrile (91390-80-6) → (S)-methyl propyl ketone cyanohydrin (160754-13-2) + (R)-methyl propyl ketone cyanohydrin (135362-74-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1002/chem.201001078

Reference yield:

potassium cyanide (151-50-8) + 2-Pentanone (107-87-9) → (S)-methyl propyl ketone cyanohydrin (160754-13-2) + (R)-methyl propyl ketone cyanohydrin (135362-74-2)

Guidance literature:

With Prunus mume (R)-hydroxynitrile lyase; citrate buffer; In di-isopropyl ether; for 42h; pH=4.0; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2005.08.105

upstream raw materials:

hydrogen cyanide

2-Pentanone

2-Hydroxy-2-methyl-pentanenitrile

potassium cyanide

Refernces

• 1、 North, Michael,Omedes-Pujol, Marta,Williamson, Courtney. "Investigation of lewis acid versus lewis base catalysis in asymmetric cyanohydrin synthesis". experimental part. p. 11367 - 11375. Retrieved 2010/11/17.
• 2、 Asano, Yasuhisa,Tamura, Ken'ichirou,Doi, Nobutaka,Ueatrongchit, Techawaree,H-Kittikun, Aran,Ohmiya, Tohru. "Screening for new hydroxynitrilases from plants". . p. 2349 - 2357. Retrieved 2008/02/03.