Cyclopentanone, 2-(2-cyclohexen-1-yl)-

Base Information

• Chemical Name: Cyclopentanone, 2-(2-cyclohexen-1-yl)-
• CAS No.: 100056-79-9
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Mol file: 100056-79-9.mol

Synonyms:

Chemical Property of Cyclopentanone, 2-(2-cyclohexen-1-yl)-

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanone, 2-(2-cyclohexen-1-yl)-

There total 6 articles about Cyclopentanone, 2-(2-cyclohexen-1-yl)- 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: 72.0%

rac-3-acetoxycyclohexene (76644-52-5,76704-31-9,14447-34-8,62247-41-0) + 1-(trimethylsilyloxy)cyclopentene (19980-43-9) → 2-(2-Cyclohexen-1-yl)-1-cyclopentanon (100056-79-9)

Guidance literature:

With zinc(II) chloride; In dichloromethane; Ambient temperature; overnight; further reagents: ZnI₂, ZnBr₂;

Reference yield: 60.0%

1-(trimethylsilyloxy)cyclopentene (19980-43-9) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) → 2-(2-Cyclohexen-1-yl)-1-cyclopentanon (100056-79-9)

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 0 ℃; for 1h; further reagent: ZnBr₂;

Reference yield: 27.0%

(1SR,6RS,8SR)-8-chloro-8-(3'-bromopropyl)bicyclo<4.2.0>oct-2-en-7-one (137629-14-2,145554-17-2,145554-23-0) → 2-(2-Cyclohexen-1-yl)-1-cyclopentanon (100056-79-9) + (1S,6S,8R)-8-Propyl-bicyclo[4.2.0]oct-2-en-7-one (137629-20-0,145554-31-0) + (4aR,9S,9aS)-9-Chloro-3,4,4a,6,7,8,9,9a-octahydro-benzocyclohepten-5-one (145488-80-8,145554-38-7) + (4aR,9R,9aS)-9-Chloro-3,4,4a,6,7,8,9,9a-octahydro-benzocyclohepten-5-one (145488-80-8,145554-38-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/jo00052a034

upstream raw materials:

cyclopentanone

rac-3-bromocyclohexene

rac-3-acetoxycyclohexene

1-(trimethylsilyloxy)cyclopentene

Downstream raw materials:

2-cyclohexylcyclopentanone

Refernces

• 1、 Dowd, Paul,Zhang, Wei. "Free Radical Ring Expansion of Fused Cyclobutanones: A New Ring Expansion Annulation Stratagem". . p. 9875 - 9876. Retrieved 2007/10/02.