Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-

Base Information

• Chemical Name: Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-
• CAS No.: 61899-98-7
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• DSSTox Substance ID: DTXSID00448701
• Nikkaji Number: J324.576D
• Wikidata: Q82267810
• Mol file: 61899-98-7.mol

Synonyms:61899-98-7;Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-;DTXSID00448701;2,6,6-Trimethyl-2-cyclohexenylidenemethanone;(2,6,6-Trimethyl-cyclohex-2-enylidene)-methanone;(2,6,6-trimethyl-2-cyclohexen-1-ylidene)methanone;(2,6,6-trimethyl-1-cyclohex-2-enylidene)-methanone

Chemical Property of Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-

Chemical Property:

• Boiling Point: 185.5±7.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.90±0.1 g/cm3(Predicted)
• LogP: 2.51070
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-

There total 6 articles about Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)- 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: 62.0%

2,6,6-trimethyl-2-hexene-1-carbonyl chloride (61899-99-8) → 2,6,6-trimethylcyclohex-2-en-1-ylidene ketene (61899-98-7)

Guidance literature:

With triethylamine; In benzene; at 180 ℃; for 6h;

Reference yield: 51.0%

(+/-)-α-cyclogeranic acid (564-24-9) → 2,6,6-trimethylcyclohex-2-en-1-ylidene ketene (61899-98-7)

Guidance literature:

(+/-)-α-cyclogeranic acid; With thionyl chloride; In toluene; Reflux;

With triethylamine; at 145 - 150 ℃; for 6h; Inert atmosphere;

Reference yield:

(E)-geranic acid (4698-08-2) → 2,6,6-trimethylcyclohex-2-en-1-ylidene ketene (61899-98-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 95.4 percent / sulfuric acid / nitromethane / 1 h / -40 °C

2: 82 percent / oxalyl chloride / toluene / 1.) 0 deg C, 2 h, 2.) 25 deg C, 12 h

3: 62 percent / triethylamine / benzene / 6 h / 180 °C

With oxalyl dichloride; sulfuric acid; triethylamine; In nitromethane; toluene; benzene;

upstream raw materials:

2,6,6-trimethyl-2-hexene-1-carbonyl chloride

(E)-geranic acid

(+/-)-α-cyclogeranic acid

(E/Z)-3,7-dimethyl-2,6-octadienal

Downstream raw materials:

vinyl 2,6,6-trimethylcyclohex-2-enoate carboxylate

4-(2',6',6'-trimethyl-2'-cyclohexenyl)-1,6-heptadien-4-ol

α-damascone

1-(2',6',6'-trimethyl-2'-cyclohexenyl)-3-buten-1-one