2,6,6-Trimethylcyclohexa-2,4-dienone

Base Information

• Chemical Name: 2,6,6-Trimethylcyclohexa-2,4-dienone
• CAS No.: 13487-30-4
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Hs Code.: 2914299000
• European Community (EC) Number: 236-800-3
• UNII: 9P4Y3R5UZS
• DSSTox Substance ID: DTXSID20159004
• Nikkaji Number: J241.140G
• Wikidata: Q83027300
• Mol file: 13487-30-4.mol

Synonyms:2,6,6-Trimethylcyclohexa-2,4-dienone;13487-30-4;2,6,6-trimethylcyclohexa-2,4-dien-1-one;EINECS 236-800-3;9P4Y3R5UZS;2,4-cyclohexadien-1-one, 2,6,6-trimethyl-;UNII-9P4Y3R5UZS;2,6,6-trimethylcyclohexadienone;SCHEMBL10798714;DTXSID20159004;2,6,6-trimethyl-2,4-cyclohexadienone;2,6,6-Trimethyl-2,4-cyclohexadien-1-one

Chemical Property of 2,6,6-Trimethylcyclohexa-2,4-dienone

Chemical Property:

• Vapor Pressure: 0.259mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 204.8 °C at 760 mmHg
• Flash Point: 77.9 °C
• PSA: 17.07000
• Density: 0.933 g/cm³
• LogP: 2.09780
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,6,6-Trimethylcyclohexa-2,4-dienone

There total 15 articles about 2,6,6-Trimethylcyclohexa-2,4-dienone 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: 82.0%

2,6,6-trimethyl-5-pyrrolidino-cyclohex-2-enone (85219-18-7) → 2,6,6-trimethylcyclohexa-2,4-dienone (13487-30-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h;

DOI:10.1002/hlca.19820650728

Reference yield: 81.9%

(+/-)-4-acetoxy-2,6,6-trimethyl-2-cyclohexenone (107536-93-6) → 2,6,6-trimethylcyclohexa-2,4-dienone (13487-30-4)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In 1,4-dioxane; for 16h; Heating;

DOI:10.1002/hlca.19890720223

Reference yield: 56.0%

4-bromo-2,6,6-trimethyl-2-cyclohexen-1-one (74768-98-2) → 2,6,6-trimethylcyclohexa-2,4-dienone (13487-30-4)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; for 2.5h; Heating;

DOI:10.1002/hlca.19810640515

upstream raw materials:

1,2,3-trimethylbenzene

(+/-)-4-hydroxy-2,6,6-trimethyl-2-cyclohexenone

4-bromo-2,6,6-trimethyl-2-cyclohexen-1-one

(+/-)-4-acetoxy-2,6,6-trimethyl-2-cyclohexenone

Downstream raw materials:

1-[3-oxo-pent-4-en-1-yl]-1-trimethylsilyloxy-2,6,6-trimethylcyclohexa-2,4-diene

(4aR,6S,8aR)-4,8a,9,9-Tetramethyl-4a,5,6,7,8,8a-hexahydro-2H-1,6-methano-naphthalen-1-ol

(+/-) patchoulol

5-(1-Hydroxy-2,6,6-trimethylcyclohexa-2,4-dienyl)-1-penten-3-one