1-Cyclohexyl-2-fluoroethanone

Base Information

• Chemical Name: 1-Cyclohexyl-2-fluoroethanone
• CAS No.: 768-04-7
• Molecular Formula: C8H13FO
• Molecular Weight: 144.189
• DSSTox Substance ID: DTXSID50497360
• Wikidata: Q82346818
• Mol file: 768-04-7.mol

Synonyms:1-cyclohexyl-2-fluoroethanone;768-04-7;DTXSID50497360;1-Cyclohexyl-2-fluoroethan-1-one

Chemical Property of 1-Cyclohexyl-2-fluoroethanone

Chemical Property:

• PSA: 17.07000
• LogP: 2.10530
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 144.095043196
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)CF

Technology Process of 1-Cyclohexyl-2-fluoroethanone

There total 6 articles about 1-Cyclohexyl-2-fluoroethanone 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: 78.0%

Bromomethyl cyclohexyl ketone (56077-28-2) → 1-cyclohexyl-2-fluoroethan-1-one (768-04-7)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In benzene; at 80 ℃; for 24h;

DOI:10.1021/jo00314a055

Reference yield: 52.0%

fluoroacetonitrile (503-20-8) + cyclohexylmagnesium bromide (931-50-0) → 1-cyclohexyl-2-fluoroethan-1-one (768-04-7)

Guidance literature:

fluoroacetonitrile; cyclohexylmagnesium bromide; In diethyl ether; at 0 ℃; for 2h;

With hydrogenchloride; water;

DOI:10.1039/c2cc36513h

Reference yield: 23.0%

Trifluoro-acetic acid 1-(2-trimethylsilanyl-oxiranyl)-cyclohexyl ester → 1-cyclohexyl-2-fluoroethan-1-one (768-04-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h; Ambient temperature;

DOI:10.1016/S0022-1139(00)83935-4

upstream raw materials:

2-cyclohexyl-1-diazo-2-ethanone

fluoroacetonitrile

cyclohexylmagnesium bromide

Bromomethyl cyclohexyl ketone

Downstream raw materials:

C₁₂H₁₉FO₂

C₁₀H₁₇FO

C₁₂H₂₁F

(Z)-1-cyclohexyl-1,2-difluoroethylene

Refernces

• 1、 Grassi, David,Li, Hailing,Alexakis, Alexandre. "Formation of chiral fluoroalkyl products through copper-free enantioselective allylic alkylation catalyzed by an NHC ligand". supporting information. p. 11404 - 11406. Retrieved 2013/01/15.
• 2、 Leroy, Jacques. "1,2-Difluoroethylenes: Synthesis via Fluoro Ketones". . p. 206 - 209. Retrieved 2007/10/02.