Cyclohexyl 4-trifluoromethylphenyl ketone

Base Information

• Chemical Name: Cyclohexyl 4-trifluoromethylphenyl ketone
• CAS No.: 419543-02-5
• Molecular Formula: C14H15F3O
• Molecular Weight: 256.268
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID50476418
• Nikkaji Number: J1.675.920A
• Wikidata: Q82307672
• Mol file: 419543-02-5.mol

Synonyms:419543-02-5;CYCLOHEXYL 4-TRIFLUOROMETHYLPHENYL KETONE;cyclohexyl-[4-(trifluoromethyl)phenyl]methanone;MFCD03841367;CYCLOHEXYL4-TRIFLUOROMETHYLPHENYLKETONE;SCHEMBL26081057;DTXSID50476418;AKOS006128606;Cyclohexyl[4-(trifluoromethyl)phenyl]methanone

Chemical Property of Cyclohexyl 4-trifluoromethylphenyl ketone

Chemical Property:

• Vapor Pressure: 0.000379mmHg at 25°C
• Boiling Point: 317.7oC at 760 mmHg
• Flash Point: 165.6oC
• PSA: 17.07000
• Density: 1.181g/cm3
• LogP: 4.46840
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 256.10749958
• Heavy Atom Count: 18
• Complexity: 284

Purity/Quality:

98% ^*data from raw suppliers

Cyclohexyl4-trifluoromethylphenylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)C2=CC=C(C=C2)C(F)(F)F

Technology Process of Cyclohexyl 4-trifluoromethylphenyl ketone

There total 13 articles about Cyclohexyl 4-trifluoromethylphenyl ketone 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%

4-trifluoromethylbenzoic acid (455-24-3) + cyclohexylmagnesiumchloride (931-51-1) → cyclohexyl-(4-trifluoromethylphenyl)-methanone (419543-02-5)

Guidance literature:

4-trifluoromethylbenzoic acid; With tert-butylmagnesium chloride; In tetrahydrofuran; toluene; at 0 ℃; for 0.25h; Inert atmosphere;

cyclohexylmagnesiumchloride; With diisopropylaminomagnesium chloride lithium chloride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 5.25h; Inert atmosphere; Sonication;

DOI:10.1021/acs.orglett.9b02899

Reference yield: 88.0%

p-trifluoromethylphenyl bromide (402-43-7) + cyclohexanecarbaldehyde (2043-61-0) → cyclohexyl-(4-trifluoromethylphenyl)-methanone (419543-02-5)

Guidance literature:

With palladium diacetate; 9,10-phenanthrenequinone; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In acetone; at 20 ℃; for 24h; Reagent/catalyst; Irradiation;

DOI:10.1021/acscatal.0c02105

Reference yield: 60.0%

1-bromocyclohexane (108-85-0) + 4-Trifluoromethylbenzaldehyde (455-19-6) → cyclohexyl-(4-trifluoromethylphenyl)-methanone (419543-02-5)

Guidance literature:

1-bromocyclohexane; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h;

4-Trifluoromethylbenzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; potassium carbonate; In tetrahydrofuran; tert-butyl alcohol; for 23h; Reflux; Darkness;

DOI:10.1016/j.tet.2012.05.059

upstream raw materials:

cyclohexanone

4-(trifluoromethyl)(trimethylsilyl)methanone

4-trifluoromethyl-phenyl acetyl chloride

cyclohexylzinc(II) bromide

Refernces

• 1、 Chen, Guangying,Cheng, Gui-Juan,Guo, Bin,Li, Xiaobao,Ran, Chongzhao,Wang, Lu,Wang, Ting,Wei, Jun-Jie,Zheng, Caijuan,Zheng, Chao. "Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis". . p. 7543 - 7551. Retrieved 2020/08/21.
• 2、 Colas, Kilian,Dos Santos, A. Catarina V. D.,Mendoza, Abraham. "I-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions". supporting information. . Retrieved 2019/10/08.