Cyclohexyl m-tolyl ketone

Base Information

• Chemical Name: Cyclohexyl m-tolyl ketone
• CAS No.: 3277-78-9
• Molecular Formula: C14H18O
• Molecular Weight: 202.296
• Hs Code.: 2914399090
• European Community (EC) Number: 221-908-5
• DSSTox Substance ID: DTXSID40186433
• Nikkaji Number: J262.378A
• Wikidata: Q83057715
• Mol file: 3277-78-9.mol

Synonyms:Cyclohexyl m-tolyl ketone;3277-78-9;CYCLOHEXYL 3-METHYLPHENYL KETONE;cyclohexyl-(3-methylphenyl)methanone;EINECS 221-908-5;MFCD03841338;cyclohexyl(m-tolyl)methanone;3-Methylphenylcyclohexyl ketone;SCHEMBL10025158;DTXSID40186433;CYCLOHEXYL3-METHYLPHENYLKETONE;AKOS010015355

Chemical Property of Cyclohexyl m-tolyl ketone

Chemical Property:

• Vapor Pressure: 0.000406mmHg at 25°C
• Boiling Point: 316.6°Cat760mmHg
• Flash Point: 133.5°C
• PSA: 17.07000
• Density: 1.012g/cm³
• LogP: 3.75800
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 202.135765193
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98%Min ^*data from raw suppliers

Cyclohexyl3-methylphenylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)C2CCCCC2

Technology Process of Cyclohexyl m-tolyl ketone

There total 13 articles about Cyclohexyl m-tolyl 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: 100.0%

N-methoxy-N-methylcyclohexanecarboxamide (80783-98-8) + m-tolylmagnesium bromide (28987-79-3) → cyclohexyl (3-tolyl)-methanone (3277-78-9)

Guidance literature:

In diethyl ether; at -78 - 25 ℃;

DOI:10.1016/j.ejmech.2005.04.016

Reference yield: 69.0%

3-tolyl triflate (32578-31-7) + cyclohexanecarbaldehyde (2043-61-0) → cyclohexyl (3-tolyl)-methanone (3277-78-9)

Guidance literature:

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

DOI:10.1021/acscatal.0c02105

Reference yield: 66.0%

cyclohexane (110-82-7,25012-93-5) + 1-(3-methylbenzoyl)pyrrolidine-2,5-dione → cyclohexyl (3-tolyl)-methanone (3277-78-9)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In benzene; at 20 ℃; for 16h; Irradiation; Inert atmosphere;

DOI:10.1002/anie.202004441

upstream raw materials:

m-tolyl aldehyde

cyclohexene

toluene

cyclohexanylcarbonyl chloride

Downstream raw materials:

3-cyclohexyl-3-hydroxy-1-piperidin-1-yl-3-m-tolyl-propan-1-one

Refernces

• 1、 Baik, Mu-Hyun,Choi, Seulhui,Hong, Soon Hyeok,Lee, Geun Seok,Won, Joonghee. "Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis". supporting information. p. 16933 - 16942. Retrieved 2020/08/03.
• 2、 Roslin, Sara,Odell, Luke R.. "Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids". supporting information. p. 6895 - 6898. Retrieved 2017/07/10.