CIS-1,3-DIMETHYL-2-METHYLENECYCLOHEXANE

Base Information

• Chemical Name: CIS-1,3-DIMETHYL-2-METHYLENECYCLOHEXANE
• CAS No.: 19781-47-6
• Molecular Formula: C₉H₁₆
• Molecular Weight: 124.226
• Mol file: 19781-47-6.mol

Synonyms:Cyclohexane,1,3-dimethyl-2-methylene-, cis- (8CI)

Chemical Property of CIS-1,3-DIMETHYL-2-METHYLENECYCLOHEXANE

Chemical Property:

• Vapor Pressure: 6.35mmHg at 25°C
• Boiling Point: 144.7°Cat760mmHg
• Flash Point: 24.9°C
• PSA: 0.00000
• Density: 0.8g/cm³
• LogP: 2.99870

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CIS-1,3-DIMETHYL-2-METHYLENECYCLOHEXANE

There total 4 articles about CIS-1,3-DIMETHYL-2-METHYLENECYCLOHEXANE 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: 87.0%

2,6-dimethylcyclohexanone (2816-57-1) + dichloromethane (75-09-2) → 2,6-dimethylcyclohexanol (5337-72-4,39170-83-7) + 2,6-Dimethylmethylidenecyclohexanone (95177-47-2,19781-47-6)

Guidance literature:

With titanium tetrachloride; magnesium; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1021/ol0478887

Reference yield:

2,6-dimethylcyclohexanone (2816-57-1) + Methyltriphenylphosphonium bromide (1779-49-3) → 2,6-Dimethylmethylidenecyclohexanone (95177-47-2,19781-47-6)

Guidance literature:

With sodium hydride; dimethyl sulfoxide; Yield given. Multistep reaction; 1) 1 h, r.t. 2) overnight, r.t.;

DOI:10.1055/s-1991-26406

Reference yield:

2,6-dimethylcyclohexanone (2816-57-1) + Tebbe reagent → 2,6-Dimethylmethylidenecyclohexanone (95177-47-2,19781-47-6)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1) THF, benzene or toluene a) 0 deg C to r.t. b) 15 min, r.t. 2) Et₂O;

DOI:10.1055/s-1991-26406

upstream raw materials:

2,6-dimethylcyclohexanone

Methyltriphenylphosphonium bromide

dichloromethane

Downstream raw materials:

methyl 2-trans-5,9-trimethylspiro<3.5>nonene-1-carboxylate

(5R,9R)-2-Chloro-5,9-dimethyl-spiro[3.5]non-1-ene-1-carboxylic acid methyl ester

Refernces

• 1、 Pine,Shen,Hoang. "Ketone methylenation using the Tebbe and Wittig reagents - A comparison". . p. 165 - 167. Retrieved 2007/10/02.