Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)-

Base Information

• Chemical Name: Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)-
• CAS No.: 15564-32-6
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• DSSTox Substance ID: DTXSID80448688
• Nikkaji Number: J655.376A
• Mol file: 15564-32-6.mol

Synonyms:15564-32-6;1-(2-methyl-2-cyclohexen-1-yl)ethanone;Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)-;3-Acetyl-2-methylcyclohexene;6-acetyl-1-methylcyclohexene;SCHEMBL1782840;DTXSID80448688;1-(2-methyl-1-cyclohex-2-enyl)-ethanone

Chemical Property of Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)-

Chemical Property:

• Boiling Point: 77-80 °C(Press: 12 Torr)
• PSA: 17.07000
• Density: 0.927±0.06 g/cm3(Predicted)
• LogP: 2.32180
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCCC1C(=O)C

Technology Process of Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)-

There total 12 articles about Ethanone, 1-(2-methyl-2-cyclohexen-1-yl)- 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: 95.0%

1-methylcyclohex-1-ene (591-49-1) + acetic anhydride (108-24-7) → 1-(2-methyl-cyclohex-2-enyl)-ethanone (15564-32-6)

Guidance literature:

With hydrogenchloride; silver hexafluoroantimonate; In acetic acid; for 12h; Ambient temperature;

DOI:10.1021/ja00531a029

Reference yield: 54.0%

1-methylcyclohex-1-ene (591-49-1) + acetyl chloride (75-36-5) → 1-(2-methyl-cyclohex-2-enyl)-ethanone (15564-32-6)

Guidance literature:

ethylaluminum dichloride; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jo00148a032

Reference yield: 36.0%

6-(2,2,2-trichloro-1-hydroxyethyl)-1-methylcyclohex-1-ene (103659-46-7) → 1-(2-methyl-cyclohex-2-enyl)-ethanone (15564-32-6) + (Z)-6-(2-chlorovinyl)-1-methylcyclohexene (103659-58-1)

Guidance literature:

With chromium dichloride; In water; N,N-dimethyl-formamide; at 0 ℃; pH=3.5;

upstream raw materials:

1-methylcyclohex-1-ene

acetic anhydride

(E)-3-Ureido-but-2-enoic acid ethyl ester

acetyl chloride

Downstream raw materials:

2-methyl-1-acetyl-1-cyclohexene

3-dimethylamino-1-(2-methyl-cyclohex-1-enyl)-propan-1-one

2-(2-Methylcyclohex-2-enyl)-1-phenylpropan-2-ol

1-(2-methylcyclohexyl)ethanone

Refernces

• 1、 Vukicevic, Rastko D.,Joksovic, Ljubinka,Konstantinovic, Stanimir,Markovic, Zoran,Mihailovic, Mihailo Lj.. "Use of a Sacrificial Aluminum Anode in the Acylation of Some Olefins". . p. 899 - 904. Retrieved 2007/10/03.
• 2、 Bestmann, Hans Juergen,Pichl, Rainer,Zimmermann, Reiner. "Phosphane Alkylenes, 53. - Synthesis of α,β-Unsaturated Cycloalkanones from Bis - A Method for the Transformation of Acid Anhydrides into Carbocyclic and Heterocyclic Compounds". . p. 725 - 732. Retrieved 2007/10/02.