(2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde

Base Information

• Chemical Name: (2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde
• CAS No.: 16825-04-0
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• DSSTox Substance ID: DTXSID70706683
• Mol file: 16825-04-0.mol

Synonyms:16825-04-0;SCHEMBL9691487;DTXSID70706683;FBODRUQERKFZCJ-UHFFFAOYSA-N;(2,6,6-trimethyl-4-oxo-2-cyclohexen-1-ylidene)acetaldehyde;(2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde

Chemical Property of (2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde

There total 2 articles about (2,6,6-Trimethyl-4-oxocyclohex-2-en-1-ylidene)acetaldehyde 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:

E/Z-2-chlorovinyl ethyl ether (928-56-3) → 2,6,6-trimethyl-4-oxo-1-cyclohexenylidenacetaldehyde (16825-04-0)

Guidance literature:

With lithium amide; ammonia; anschliessend Behandeln mit 7,9,9-Trimethyl-1,4-dioxa-spiro<4.5>dec-6-en-8-on und Hydrieren des Reaktionsprodukts an einem Lindlar-Katalysator in Toluol und Petrolaether;

Reference yield:

4-(But-2-enylidene)-3,5,5-trimethylcyclohex-2-enone (13215-88-8) → 2,6,6-trimethyl-4-oxo-1-cyclohexenylidenacetaldehyde (16825-04-0)

Guidance literature:

With pyridine; ozone; triphenylphosphine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 0.5 h; 2.) CH₂Cl₂, r.t., 1 h;

DOI:10.1246/cl.1983.63

Reference yield: 66.0%

2,6,6-trimethyl-4-oxo-1-cyclohexenylidenacetaldehyde (16825-04-0) → 2-(2',2',6'-trimethyl-4'-oxocyclohexylidene)ethanal (85458-31-7)

Guidance literature:

With acetic acid; zinc; 2.) r.t., 1 h;

DOI:10.1246/cl.1983.63

upstream raw materials:

E/Z-2-chlorovinyl ethyl ether

4-(But-2-enylidene)-3,5,5-trimethylcyclohex-2-enone

Downstream raw materials:

2-methyl-4-(2,6,6-trimethyl-4-oxo-cyclohex-2-enylidene)-crotonaldehyde

2-(2',2',6'-trimethyl-4'-oxocyclohexylidene)ethanal