trans-1-(2-Methylcyclohexyl)ethan-1-one

Base Information

• Chemical Name: trans-1-(2-Methylcyclohexyl)ethan-1-one
• CAS No.: 5222-61-7
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• Hs Code.: 2914299000
• European Community (EC) Number: 226-022-2
• DSSTox Substance ID: DTXSID80200268
• Nikkaji Number: J81.995F
• Wikidata: Q83073343
• Mol file: 5222-61-7.mol

Synonyms:trans-1-(2-Methylcyclohexyl)ethan-1-one;EINECS 226-022-2;5222-61-7;DTXSID80200268;(1R)-1beta-Acetyl-2alpha-methylcyclohexane

Chemical Property of trans-1-(2-Methylcyclohexyl)ethan-1-one

Chemical Property:

• Vapor Pressure: 0.358mmHg at 25°C
• Boiling Point: 198.5°Cat760mmHg
• Flash Point: 72.6°C
• PSA: 17.07000
• Density: 0.889g/cm³
• LogP: 2.40170
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCCC1C(=O)C
• Isomeric SMILES: C[C@@H]1CCCC[C@H]1C(=O)C

Technology Process of trans-1-(2-Methylcyclohexyl)ethan-1-one

There total 14 articles about trans-1-(2-Methylcyclohexyl)ethan-1-one 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: 83.0%

methyllithium (917-54-4) + 1-cyclohexenyl methyl ketone (932-66-1) → (+/-)-1-(trans-2-methyl-cyclohexyl)-ethanone (5222-61-7)

Guidance literature:

With copper(l) iodide; In diethyl ether; at -78 - 10 ℃; for 0.166667h;

DOI:10.1021/jo980072x

Reference yield:

cis-1-acetyl-2-methylcyclohexane (5222-62-8) → (+/-)-1-(trans-2-methyl-cyclohexyl)-ethanone (5222-61-7)

Guidance literature:

With ethanol; sodium ethanolate;

DOI:10.1021/ja01158a061

Reference yield:

2-methyl-1-acetyl-1-cyclohexene (2047-97-4) → (+/-)-1-(trans-2-methyl-cyclohexyl)-ethanone (5222-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium / Hydrogenation

2: sodium ethylate; ethanol

With ethanol; sodium ethanolate; palladium;

DOI:10.1021/ja01158a061

upstream raw materials:

cis-1-acetyl-2-methylcyclohexane

(+/-)-trans-methyl-cyclohexanecarbonyl chloride

9-hydroxy-2-nonanone

non-8-en-2-one

Downstream raw materials:

cis-1-acetyl-2-methylcyclohexane

Refernces

• 1、 Kabbara, Jazid,Flemming, Steffen,Nickisch, Klaus,Neh, Harribert,Westermann, Juergen. "Copper-Catalyzed Conjugate Addition of Trimethylaluminium to α,β-Unsaturated Ketones". . p. 1489 - 1494. Retrieved 2007/10/02.
• 2、 Yamamoto, Yoshinori,Yamamoto, Sinichi,Yatagai, Hidetaka,Ishihara, Yuji,Maruyama, Kazuhiro. "Lewis Acid Mediated Reactions of Organocopper Reagents. Entrainment in the Conjugate Addition to α,β-Unsaturated Ketones, Esters, and Acids via the RCu*BF3 System". . p. 119 - 126. Retrieved 2007/10/02.