1,6-DIMETHYLCYCLOHEXENE

Base Information

• Chemical Name: 1,6-DIMETHYLCYCLOHEXENE
• CAS No.: 1759-64-4
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 2902199090
• DSSTox Substance ID: DTXSID801015838
• Nikkaji Number: J757.786I
• Mol file: 1759-64-4.mol

Synonyms:Cyclohexene,1,6-dimethyl-, (?à)-;(?à)-1,6-Dimethylcyclohexene;1,2-Dimethyl-2-cyclohexene; 1,6-Dimethylcyclohexene; 2,3-Dimethyl-1-cyclohexene;2,3-Dimethylcyclohexene

Chemical Property of 1,6-DIMETHYLCYCLOHEXENE

Chemical Property:

• Vapor Pressure: 10.6mmHg at 25°C
• Melting Point: -81.99°C (estimate)
• Refractive Index: 1.445
• Boiling Point: 133°C at 760 mmHg
• Flash Point: 13.2°C
• PSA: 0.00000
• Density: 0.8g/cm³
• LogP: 2.75270
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC=C1C

Technology Process of 1,6-DIMETHYLCYCLOHEXENE

There total 26 articles about 1,6-DIMETHYLCYCLOHEXENE 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: 68.0%

o-xylene (95-47-6) → 1,2-Dimethyl-cyclohexane (583-57-3) + 1,2-dimethylcyclohexene (1674-10-8) + 1,6-dimethyl-1-cyclohexene (1759-64-4)

Guidance literature:

With hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate; Rh nanoparticles stabilized by poly(NVP-co-VBIMCl); at 75 ℃; for 12h; under 30402 Torr; Product distribution;

DOI:10.1016/j.jcat.2007.05.014

Reference yield: 65.0%

2-chloro-2,3-dimethyl-cyclohexanone (488856-90-2) → 1,6-dimethyl-1-cyclohexene (1759-64-4)

Guidance literature:

2-chloro-2,3-dimethyl-cyclohexanone; With sodium tetrahydroborate;

With chromium(II) perchlorate; Further stages.;

DOI:10.1021/ja0208456

Reference yield:

4-methyl-N'-(2-methylcyclohexylidene)benzenesulfonohydrazide (52826-41-2) + dimethyl sulfate (77-78-1) → 3-methyl-1-cyclohexene (591-48-0) + 1,6-dimethyl-1-cyclohexene (1759-64-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) TMEDA, hexane, room temp., 4 h, 2.) room temp., 90 min;

DOI:10.1021/jo00152a004

upstream raw materials:

(+/-)-1r-acetoxy-1,2c-dimethyl-cyclohexane

(+/-)-1r-acetoxy-1,2t-dimethyl-cyclohexane

1,2-dimethylcyclohexanol

methylmagnesium bromide

Downstream raw materials:

(Z)-3-Chloro-3-(3-methyl-2-methylene-cyclohexyl)-acrylic acid methyl ester

(Z)-3-Chloro-3-(2,3-dimethyl-cyclohex-2-enyl)-acrylic acid methyl ester

(1S,5R,6R)-8-Chloro-5,6-dimethyl-bicyclo[4.2.0]oct-7-ene-7-carboxylic acid methyl ester

(1S,5S,6R)-8-Chloro-5,6-dimethyl-bicyclo[4.2.0]oct-7-ene-7-carboxylic acid methyl ester

Refernces

• 1、 Giustra, Zachary X.,Chou, Lien-Yang,Tsung, Chia-Kuang,Liu, Shih-Yuan. "Kinetics of -CH2CH2- Hydrogen Release from a BN-cyclohexene Derivative". supporting information. p. 2425 - 2428. Retrieved 2016/08/16.
• 2、 Waser, Jerome,Gaspar, Boris,Nambu, Hisanori,Carreira, Erick M.. "Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins". . p. 11693 - 11712. Retrieved 2007/10/03.