3,4-DIMETHYLCYCLOHEXANONE

Base Information

• Chemical Name: 3,4-DIMETHYLCYCLOHEXANONE
• CAS No.: 5465-09-8
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• Mol file: 5465-09-8.mol

Synonyms:3,4-Dimethylcyclohexan-1-one;NSC 28978;

Chemical Property of 3,4-DIMETHYLCYCLOHEXANONE

Chemical Property:

• Melting Point: 9.25°C (estimate)
• Refractive Index: 1.4510-1.4550
• Boiling Point: 186.999 °C at 760 mmHg
• Flash Point: 53.762 °C
• PSA: 17.07000
• Density: 0.882 g/cm³
• LogP: 2.01160

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dimethylcyclohexanone (mixture of isomers) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4-DIMETHYLCYCLOHEXANONE

There total 36 articles about 3,4-DIMETHYLCYCLOHEXANONE 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%

1,2-trans-dimethylcyclohexane (6876-23-9) → 1,2-dimethylcyclohexanol (19879-11-9) + trans-2,3-dimethylcyclohexanone (1551-89-9) + trans-1,2-dimethyl-cyclohexan-4-one (5465-09-8,27922-05-0,28023-45-2,69127-34-0,75364-86-2,75364-88-4,75364-89-5,113348-79-1)

Guidance literature:

With methyltrifluoromethyldioxirane; In dichloromethane; at -22 ℃; for 0.166667h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00199a039

Reference yield: 75.0%

4-methyl-2-cyclohexenone (75337-05-2,79980-78-2,101758-35-4,5515-76-4) + methyllithium (917-54-4) → trans-1,2-dimethyl-cyclohexan-4-one (5465-09-8,27922-05-0,28023-45-2,69127-34-0,75364-86-2,75364-88-4,75364-89-5,113348-79-1)

Guidance literature:

methyllithium; With copper(l) cyanide; In diethyl ether; at -78 - 0 ℃; Inert atmosphere;

4-methyl-2-cyclohexenone; In diethyl ether; at -78 ℃; Inert atmosphere;

With water; ammonium chloride; In diethyl ether; Inert atmosphere;

DOI:10.1002/anie.201304359

Reference yield: 36.0%

1,2-trans-dimethylcyclohexane (6876-23-9) → 3,4-dimethylcyclohexanol (5715-23-1) + 3,4-dimethylcyclohexanone (5465-09-8) + 2,3-dimethylcyclohexanone (13395-76-1) + 2,3-dimethylcyclohexan-1-ol (1502-24-5) + 1,2-dimethylcyclohexanol (19879-11-9)

Guidance literature:

With [PPh₄]₂[Mn^V(N)(CN)₄]; dihydrogen peroxide; acetic acid; In 2,2,2-trifluoroethanol; at 23 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/ja5019546

upstream raw materials:

3,4-dimethylcyclohexanol

4-methyl-2-cyclohexenone

methyllithium

3,4-Dimethylphenol

Downstream raw materials:

N-(4,5-Dimethylcyclohex-1-enyl)morpholin

trans-1,2-dimethyl-cyclohexan-4-one

cis-1,2-dimethyl-cyclohexan-4-one

r-1-phenyl-trans-3,cis-4-dimethylcyclohexanone

Refernces

• 1、 Al-Hunaiti, Afnan,R?is?nen, Minn?,Repo, Timo. "From DNA to catalysis: A thymine-acetate ligated non-heme iron(III) catalyst for oxidative activation of aliphatic C-H bonds". supporting information. p. 2043 - 2046. Retrieved 2016/02/05.
• 2、 Nesterova, Oksana V.,Kopylovich, Maximilian N.,Nesterov, Dmytro S.. "Stereoselective oxidation of alkanes with: M -CPBA as an oxidant and cobalt complex with isoindole-based ligands as catalysts". . p. 93756 - 93767. Retrieved 2016/10/21.