4-(Trifluoromethyl)cyclohexanone

Base Information

• Chemical Name: 4-(Trifluoromethyl)cyclohexanone
• CAS No.: 75091-99-5
• Molecular Formula: C7H9F3O
• Molecular Weight: 166.143
• Hs Code.: 2914700090
• European Community (EC) Number: 690-911-5
• DSSTox Substance ID: DTXSID00380536
• Nikkaji Number: J1.570.092K
• Wikidata: Q72511915
• Mol file: 75091-99-5.mol

Synonyms:4-(trifluoromethyl)cyclohexanone;75091-99-5;4-(trifluoromethyl)cyclohexan-1-one;Cyclohexanone, 4-(trifluoromethyl)-;MFCD00102145;4-trifluoromethyl-cyclohexanone;4-TRIFLUOROMETHYLCYCLOHEXANONE;4-(trifluoromethyl)-1-cyclohexanone;C7H9F3O;1-Oxo-4-(trifluoromethyl)cyclohexane;SCHEMBL569231;4-trifluoromethyl cyclohexanone;DTXSID00380536;AMY19091;BCP07191;BBL102447;STL556249;AKOS005256517;4-(Trifluoromethyl)cyclohexanone, 97%;PS-6828;SB13836;SY006597;4-(Trifluoromethyl)cyclohexanone, AldrichCPR;A9585;CS-0044814;FT-0616928;EN300-76126;A810588;A838323;J-513921;Z1187714793

Chemical Property of 4-(Trifluoromethyl)cyclohexanone

Chemical Property:

• Vapor Pressure: 2.916mmHg at 25°C
• Refractive Index: 1.395
• Boiling Point: 156.246 °C at 760 mmHg
• Flash Point: 53.308 °C
• PSA: 17.07000
• Density: 1.221 g/cm³
• LogP: 2.30800
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 166.06054939
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99%, ^*data from raw suppliers

4-(Trifluoromethyl)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 10-20/21/22-50-25
• Safety Statements: 16-23-24/25-36/37/39-61-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1C(F)(F)F
• Uses: 4-(Trifluoromethyl)cyclohexanone (cas# 75091-99-5) is a compound useful in organic synthesis.

Technology Process of 4-(Trifluoromethyl)cyclohexanone

There total 10 articles about 4-(Trifluoromethyl)cyclohexanone 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: 96.0%

C12H20F3NO → N-(4-(trifluoromethyl)cyclohexyl)pivalamide + 4-(trifluoromethyl)cyclohexan-1-one (75091-99-5)

Guidance literature:

With C₄₀H₆₈F₆MnN₄O₆S₂Si₂; dihydrogen peroxide; acetic acid; In acetonitrile; at -40 ℃; for 0.5h; diastereoselective reaction;

DOI:10.1021/acs.orglett.8b00929

Reference yield: 94.6%

4-(trifluoromethyl)cyclohexan-1-ol (75091-92-8,75091-93-9,30129-18-1) → 4-(trifluoromethyl)cyclohexan-1-one (75091-99-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

Grushin’s reagent (1680206-12-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(trifluoromethyl)cyclohexanone (56734-74-8) + 3-(trifluoromethyl)cyclohexanone (585-36-4) + 4-(trifluoromethyl)cyclohexan-1-one (75091-99-5)

Guidance literature:

With dipotassium peroxodisulfate; In water; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.0c03891

upstream raw materials:

1,1,1-trifluoropropylene

2-trimethylsilyloxy-1,3-butadiene

4-(trifluoromethyl)cyclohexan-1-ol

trifluoromethylcyclohexane

Downstream raw materials:

4,4'-[4-(trifluoromethyl)cyclohexane-1,1-diyl]diphenol

4-(trifluoromethyl)cyclohex-2-en-1-one

4-(trifluoromethyl)cyclohexanone (2,4-dinitrophenyl)hydrazone

1-ethyl-4-(trifluoromethyl)cyclohexyl methacrylate

Refernces

• 1、 He, Jiachen,Nguyen, Truong N.,Guo, Shuo,Cook, Silas P.. "Csp3-H Trifluoromethylation of Unactivated Aliphatic Systems". supporting information. p. 702 - 705. Retrieved 2021/02/01.
• 2、 Milan, Michela,Bietti, Massimo,Costas, Miquel. "Aliphatic C-H Bond Oxidation with Hydrogen Peroxide Catalyzed by Manganese Complexes: Directing Selectivity through Torsional Effects". supporting information. p. 2720 - 2723. Retrieved 2018/05/22.