2,6-Dimethylcyclohexanone

Base Information

• Chemical Name: 2,6-Dimethylcyclohexanone
• CAS No.: 2816-57-1
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• European Community (EC) Number: 220-570-6
• NSC Number: 5291
• DSSTox Substance ID: DTXSID30863029
• Nikkaji Number: J46.525I
• Mol file: 2816-57-1.mol

Synonyms:2,6-DIMETHYLCYCLOHEXANONE;2816-57-1;2,6-Dimethylcyclohexan-1-one;Cyclohexanone, 2,6-dimethyl-;NSC 5291;EINECS 220-570-6;NSC5291;Cyclohexanone,6-dimethyl-;2,6-dimethyl cyclohexanone;2,6-dimethyl-cyclohexanone;SCHEMBL83778;2,6-Dimethylcyclohexanone,c&t;2,6-dimethyl-cyclohexan-1-one;DTXSID30863029;NSC-5291;MFCD00001637;AKOS000120707;2,6-Dimethylcyclohexanone cis + trans;2,6-Dimethylcyclohexanone, cis + trans;CS-0215006;D1280;FT-0610701;EN300-21337;D89826;J-016995;F8881-2085

Chemical Property of 2,6-Dimethylcyclohexanone

Chemical Property:

• Appearance/Colour: Clear colourless to yellow liquid
• Vapor Pressure: 1.07mmHg at 25°C
• Melting Point: 9.25°C (estimate)
• Refractive Index: n20/D 1.447(lit.)
• Boiling Point: 176.8°Cat760mmHg
• Flash Point: 53.8°C
• PSA: 17.07000
• Density: 0.882g/cm³
• LogP: 2.01160
• Storage Temp.: Flammables area
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

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

2,6-Dimethylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCCC(C1=O)C
• Uses: 2,6-Dimethylcyclohexanone was used in tetraoxane synthesis and in evaluation of their anti-malarial activity.

Technology Process of 2,6-Dimethylcyclohexanone

There total 45 articles about 2,6-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: 94.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + methyl iodide (74-88-4) → 2,6-dimethylcyclohexanone (2816-57-1) + 2,2-dimethyl-cyclohexanone (1193-47-1) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

With manganese(II) bromide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60135-1

Reference yield: 89.0%

2-Methylcyclohexanone (583-60-8) + methyl iodide (74-88-4) → 2,6-dimethylcyclohexanone (2816-57-1) + 2,2-dimethyl-cyclohexanone (1193-47-1) + 2,2,6-trimethylcyclohexan-1-one (2408-37-9)

Guidance literature:

With manganese(II) bromide; lithium hexamethyldisilazane; In tetrahydrofuran; for 14h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60135-1

Reference yield: 71.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + methyl trifluoromethanesulfonate (333-27-7) → 2,6-dimethylcyclohexanone (2816-57-1) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

With n-butyllithium; potassium hydride; In diethyl ether;

DOI:10.1021/jo00080a042

upstream raw materials:

2,6-dimethylcyclohexanol

3-methyl-2-oxo-cyclohexanecarbaldehyde

sodium ethanolate

methyl iodide

Downstream raw materials:

1,2,3-trimethyl-cyclohexene

1,2,6-trimethylcyclohexan-1-ol

2,6-Dimethyl-1-phenyl-cyclohexanol

2,6-Dimethyl-1-o-tolyl-cyclohexanol

Refernces

• 1、 Spessard, Sarah J,Stoltz, Brian M. "Progress toward the Synthesis of garsubellin A and related phloroglucins: the direct diastereoselective synthesis of the bicyclo[3.3.1]nonane core.". . p. 1943 - 1946. Retrieved 2002.
• 2、 Shee, Sujan,Kundu, Sabuj. "Rhenium(I)-Catalyzed C-Methylation of Ketones, Indoles, and Arylacetonitriles Using Methanol". . p. 6943 - 6951. Retrieved 2021/05/29.
• 3、 Charvieux, Aubin,Duguet, Nicolas,Métay, Estelle. "α-Methylation of Ketones with Methanol Catalyzed by Ni/SiO2-Al2O3". supporting information. p. 3694 - 3698. Retrieved 2019/06/13.