Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI)

Base Information

• Chemical Name: Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI)
• CAS No.: 682746-71-0
• Molecular Formula: C9H13NO
• Molecular Weight: 151.21
• Mol file: 682746-71-0.mol

Synonyms:Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI)

Chemical Property of Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI)

Chemical Property:

• PSA: 44.02000
• LogP: 1.61728

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI)

There total 5 articles about Cyclopentanecarbonitrile, 2-hydroxy-1-(2-propenyl)-, (1R,2R)-rel- (9CI) 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: 84.0%

(+/-)-1-allyl-2-oxo-1-cyclopentanecarbonitrile (66984-19-8) → (+/-)-(1R,2S)-1-allyl-2-hydroxy-1-cyclopentanecarbonitrile (682746-71-0)

Guidance literature:

With cerium(III) chloride; lithium triethylborohydride; In tetrahydrofuran; at -100 - 20 ℃;

DOI:10.1021/jo035808r

Reference yield: 48.5%

vinyl acetate (108-05-4,9003-20-7) + (+/-)-(1R,2R)-1-allyl-2-hydroxy-1-cyclopentanecarbonitrile → (1S,2S)-1-allyl-2-hydroxy-1-cyclopentanecarbonitrile (682746-71-0) + acetic acid (1R,2R)-2-allyl-2-cyanocyclopentyl ester

Guidance literature:

With Candida antarctica lipase B "Novozym 435"; In various solvent(s); at 30 ℃; for 34h;

DOI:10.1021/jo035808r

Reference yield: 43.5%

vinyl acetate (108-05-4,9003-20-7) + (+/-)-(1R,2S)-1-allyl-2-hydroxy-1-cyclopentanecarbonitrile (682746-71-0) → (1R,2S)-1-allyl-2-hydroxy-1-cyclopentanecarbonitrile (682746-71-0) + acetic acid (1R,2S)-2-allyl-2-cyanocyclopentyl ester

Guidance literature:

With Candida antarctica lipase B "Novozym 435"; In various solvent(s); at 30 ℃; for 8h;

DOI:10.1021/jo035808r

upstream raw materials:

vinyl acetate

(+/-)-1-allyl-2-oxo-1-cyclopentanecarbonitrile

hexanedinitrile