4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-one

Base Information

• Chemical Name: 4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-one
• CAS No.: 13720-12-2
• Deprecated CAS: 60134-45-4
• Molecular Formula: C13H22 O
• Molecular Weight: 194.317
• Hs Code.: 2914299000
• European Community (EC) Number: 237-283-7
• DSSTox Substance ID: DTXSID1051694
• Nikkaji Number: J23.543A
• Mol file: 13720-12-2.mol

Synonyms:4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-one;13720-12-2;EINECS 237-283-7;4-(2,2-dimethyl-6-methylidenecyclohexyl)butan-2-one;2-Butanone, 4-(2,2-dimethyl-6-methylenecyclohexyl)-;gamma-Dihydroionone;Dihydro-.gamma.-ionone;SCHEMBL2855105;DTXSID1051694;4-(2,2-Dimethyl-6-methylenecyclohexyl)-2-butanone #;4 - (2,2 - dimethyl - 6 - methylenecyclohexyl)butan - 2 - one

Chemical Property of 4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-one

Chemical Property:

• Vapor Pressure: 0.0141mmHg at 25°C
• Melting Point: 111-112 °C
• Refractive Index: 1.461
• Boiling Point: 257.9°Cat760mmHg
• Flash Point: 91.3°C
• PSA: 17.07000
• Density: 0.89g/cm³
• LogP: 3.73810
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC1C(=C)CCCC1(C)C

Technology Process of 4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-one

There total 50 articles about 4-(2,2-Dimethyl-6-methylenecyclohexyl)butan-2-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: 98.0%

4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol (13720-13-3) → 4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one (13720-12-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1021/jo9610568

Reference yield: 92.0%

gamma-ionone (49816-69-5) → 4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one (13720-12-2)

Guidance literature:

With nickel; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1055/s-1999-2908

Reference yield: 77.0%

3-(2',2'-dimethyl-6'-methylidenecyclohexyl)propionic acid (95452-03-2) + methyllithium (917-54-4) → 4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one (13720-12-2)

Guidance literature:

In tetrahydrofuran; hexane; at 0 ℃; for 2h;

DOI:10.1021/jo00009a033

upstream raw materials:

3-acetoxy-1-(2,6,6-trimethyl-cyclohex-2-enyl)-butane

gamma-ionone

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol

Downstream raw materials:

(+/-)-4-(2,2-dimethyl-6-methylene-cyclohexyl)-butan-2-one semicarbazone

(E)-5-(2,2-Dimethyl-6-methylene-cyclohexyl)-3-methyl-pent-2-enoic acid ethyl ester

4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol

5-(6',6'-dimethyl-2'-methylenecyclohexyl)-3-hydroxy-3-methyl-pent-1-ene