4,4,6-Trimethylcyclohex-2-en-1-one

Base Information

• Chemical Name: 4,4,6-Trimethylcyclohex-2-en-1-one
• CAS No.: 13395-73-8
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• European Community (EC) Number: 236-480-5
• DSSTox Substance ID: DTXSID50884599
• Nikkaji Number: J2.282I
• Mol file: 13395-73-8.mol

Synonyms:4,4,6-Trimethylcyclohex-2-en-1-one;4,4,6-Trimethyl-2-cyclohexenone;2-Cyclohexen-1-one, 4,4,6-trimethyl-;4,4,6-Trimethyl-2-cyclohexen-1-one;13395-73-8;4,4,6-Trimethyl-2-cyclohexanone;EINECS 236-480-5;2-Cyclohexanone, 4,4,6-trimethyl-;4,4,6-trimethylcyclohex-2-enone;SCHEMBL900857;DTXSID50884599;4,4,6-trimethyl-cyclohex-2-en-1-one;4,4,6-trimethylcyclohex-2- en-1-one;LS-57368

Chemical Property of 4,4,6-Trimethylcyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.486mmHg at 25°C
• Boiling Point: 192.5°Cat760mmHg
• Flash Point: 73.7°C
• Density: 0.893g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C=CC1=O)(C)C

Technology Process of 4,4,6-Trimethylcyclohex-2-en-1-one

There total 8 articles about 4,4,6-Trimethylcyclohex-2-en-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: 81.0%

4,4-dimethylcyclohexenone (1073-13-8) + methyl iodide (74-88-4) → 4,4,6-trimethylcyclohex-2-en-1-one (13395-73-8)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide;

DOI:10.1016/S0040-4039(01)02026-3

Reference yield: 72.0%

3-Methyl-3-buten-2-one (814-78-8,25988-32-3) + isobutyraldehyde (78-84-2) → 4,4,6-trimethylcyclohex-2-en-1-one (13395-73-8)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In tert-butyl alcohol; at 60 ℃; for 2.5h;

DOI:10.1021/acs.orglett.9b02601

Reference yield:

2,4,4-Trimethyl-6-methylsulfanyl-cyclohexanone (156812-49-6) → 4,4,6-trimethylcyclohex-2-en-1-one (13395-73-8) + 4,4,6-trimethyl-2-methylthiocyclohex-2-en-1-one

Guidance literature:

With sodium periodate; Multistep reaction; 1.) methanol, water, acetone, 20 h; 2.) reflux, toluene;

DOI:10.1016/S0040-4020(01)80698-0

upstream raw materials:

2,4,4-Trimethyl-6-methylsulfanyl-cyclohexanone

2-methoxy-1,5,5-trimethyl-1,3-cyclohexadiene

3-Methyl-3-buten-2-one

1-piperidino-1-isobutene

Downstream raw materials:

2,4,4-trimethyl-cyclohexanone

lavanducyanin 3

6-hydroxy-4,4,6-trimethylcyclohex-2-en-1-one

2,4,4,5-Tetramethyl-cyclohexa-2,5-dienone