Methanone, cyclohexylcyclopropyl-

Base Information

• Chemical Name: Methanone, cyclohexylcyclopropyl-
• CAS No.: 58688-35-0
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Mol file: 58688-35-0.mol

Synonyms:cyclopropyl cyclohexyl ketone;Methanone,cyclohexylcyclopropyl;cyclohexyl cyclopropyl ketone;Cyclohexylcyclopropylketon;

Chemical Property of Methanone, cyclohexylcyclopropyl-

Chemical Property:

• PSA: 17.07000
• LogP: 2.54580

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexyl(cyclopropyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanone, cyclohexylcyclopropyl-

There total 8 articles about Methanone, cyclohexylcyclopropyl- 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: 82.0%

diiodomethane (75-11-6) + 1-cyclohexylprop-2-en-1-one (2177-34-6) → cyclohexyl(cyclopropyl)methanone (58688-35-0)

Guidance literature:

With diethylzinc; copper(II) bis(trifluoromethanesulfonate); In diethyl ether; for 82h;

DOI:10.1246/cl.131193

Reference yield: 78.0%

cyclopropanecarboxylic acid chloride (4023-34-1) + cyclohexyltrifluoro-λ4-borane potassium salt (446065-11-8) → cyclohexyl(cyclopropyl)methanone (58688-35-0)

Guidance literature:

With potassium fluoride; (1,2-dimethoxyethane)dichloronickel(II); Ir(dF(CF₃)ppy)2(bpy)PF₆; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,2-dimethoxyethane; at 24 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.6b02897

Reference yield: 67.0%

cyclohexylmagnesiumchloride (931-51-1) + cyclopropanecarboxylic acid chloride (4023-34-1) → cyclohexyl(cyclopropyl)methanone (58688-35-0)

Guidance literature:

With iron(III) chloride; In diethyl ether; at -63 - 20 ℃;

DOI:10.1016/j.tet.2011.09.073

upstream raw materials:

1-Cyclopropanecarbonyl-cyclohexanecarboxylic acid; compound with diisopropyl-amine

cyclopropropanecarbonitrile

cyclohexylmagnesiumchloride

cyclopropanecarboxylic acid chloride

Downstream raw materials:

2-cyclohexyl-1-methylpyrrolidine

C₂₁H₃₂O₅

C₃₁H₄₄O₈

1-(1-cyclopropylvinyl)-1-methylcyclohexane

Refernces

• 1、 Amani, Javad,Molander, Gary A.. "Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis". . p. 1856 - 1863. Retrieved 2017/02/10.
• 2、 Han, Peng,Wang, Ruji,Wang, David Zhigang. "Electronic polarizability-based stereochemical model for Sharpless AD reactions". supporting information; experimental part. p. 8873 - 8878. Retrieved 2011/12/02.