cis-1,2-Dimethylcyclohexane

Base Information

• Chemical Name: cis-1,2-Dimethylcyclohexane
• CAS No.: 2207-01-4
• Molecular Formula: C8H16
• Molecular Weight: 112.215
• Hs Code.: 2902199090
• European Community (EC) Number: 218-621-2
• NSC Number: 74157
• UNII: E1O9N97RTZ
• DSSTox Substance ID: DTXSID80858743
• Nikkaji Number: J43.365I
• Wikidata: Q81986166
• Metabolomics Workbench ID: 5331
• Mol file: 2207-01-4.mol

Synonyms:cis-1,2-Dimethylcyclohexane;2207-01-4;(1S,2R)-1,2-dimethylcyclohexane;1,cis-2-Dimethylcyclohexane;cis-Hexahydro-o-xylene;(1R,2S)-1,2-dimethylcyclohexane;Cyclohexane, 1,2-dimethyl-, cis-;E1O9N97RTZ;1,2-Dimethylcyclohexane, cis-;Cyclohexane, 1,2-dimethyl-, (1R,2S)-rel-;NSC-74157;cyclohexane, 1,2-dimethyl-, (1R,2S)-;c-1,2-Dimethylcyclohexane;UNII-E1O9N97RTZ;1,2-cis-DimethyIcyclohexane;(Z)-1,2-Dimethylcyclohexane;1,2-Dimethylcyclohexane, cis;Cyclohexane,2-dimethyl-, cis-;Cyclohexane, 1,cis-2-dimethyl-;DTXSID80858743;CHEBI:186781;NSC74157;cis-1,2-Dimethylcyclohexane, 99%;EINECS 218-621-2;LMFA11000636;MFCD00063621;NSC 74157;AKOS025293899;1,2-DIMETHYLCYCLOHEXANE (CIS);BS-52900;(1RS,2SR)-1,2-DIMETHYLCYCLOHEXANE;AI3-28849;CYCLOHEXANE, 1,2-DIMETHYL-, (Z);CS-0158164;D0696;REL-(1R,2S)-1,2-DIMETHYLCYCLOHEXANE;D89702;J-014463

Chemical Property of cis-1,2-Dimethylcyclohexane

Chemical Property:

• Vapor Pressure: 14.5mmHg at 25°C
• Melting Point: -49.9 °C
• Boiling Point: 125.9°Cat760mmHg
• Flash Point: 15.6°C
• PSA: 0.00000
• Density: 0.766g/cm³
• LogP: 2.83260
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 112.125200510
• Heavy Atom Count: 8
• Complexity: 56.4

Purity/Quality:

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

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCCC1C
• Isomeric SMILES: C[C@@H]1CCCC[C@@H]1C

Technology Process of cis-1,2-Dimethylcyclohexane

There total 38 articles about cis-1,2-Dimethylcyclohexane 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: 69.0%

isopropyl chloroformate (108-23-6) + cyclopentene (142-29-0) → isopropylcyclopentane (3875-51-2) + cis-1,2-dimethylcyclohexane (2207-01-4) + 1,2-trans-dimethylcyclohexane (6876-23-9)

Guidance literature:

With triethylsilane; triethyl aluminum sesquichloride; In dichloromethane; at -15 - 20 ℃; for 2h;

DOI:10.1021/ja048904y

Reference yield: 11.0%

1-methylbicyclo[4.1.0]heptane (2439-79-4) → 1,1-dimethylcyclohexane (590-66-9) + cis-1,2-dimethylcyclohexane (2207-01-4) + 1,2-trans-dimethylcyclohexane (6876-23-9)

Guidance literature:

With hydrogen; platinum on pumice; at 170 ℃; Product distribution; other catalysts, also without hydrogen;

Reference yield:

o-xylene (95-47-6) → cis-1,2-dimethylcyclohexane (2207-01-4) + ethyl-cyclohexane (1678-91-7) + trans-1,4-dimethylcyclohexane (2207-04-7) + ethylbenzene (100-41-4,27536-89-6) + 1,2-trans-dimethylcyclohexane (6876-23-9)

Guidance literature:

With hydrogen; In water; at 80 ℃; for 2h; under 22801.5 Torr; Reagent/catalyst; Temperature; Catalytic behavior; Autoclave;

DOI:10.1134/S0965544116060037

upstream raw materials:

o-xylene

1,2-dimethylcyclohexene

cis-1,2-bis(iodomethyl)cyclohexane

1-methylbicyclo[4.1.0]heptane

Downstream raw materials:

o-xylene

1,2-trans-dimethylcyclohexane

1,1-dimethylcyclohexane

cis-1,3-dimethylcyclohexane

Refernces

• 1、 Hubert, Claudie,Denicourt-Nowicki, Audrey,Beaunier, Patricia,Roucoux, Alain. "TiO2-supported Rh nanoparticles: From green catalyst preparation to application in arene hydrogenation in neat water". . p. 1167 - 1170. Retrieved 2010.
• 2、 Keane, Mark A.. "The hydrogenation of o-, m-, and p-xylene over Ni/SiO2". . p. 347 - 355. Retrieved 1997.
• 3、 Siegel,Smith. "-". . p. 6082. Retrieved 1960.
• 4、 Bhattacharya, Saurav,Bons, Anton-Jan,Cadot, Emmanuel,Espenship, Michael Forrester,Haouas, Mohamed,Jaensch, Helge,Kortz, Ulrich,Laskin, Julia,Ma, Xiang,Mougharbel, Ali S.,Stuerzer, Tobias,Su, Pei,Taffa, Dereje H.,Wark, Michael. "Discovery of a Neutral 40-PdII-Oxo Molecular Disk, [Pd40O24(OH)16{(CH3)2AsO2}16]: Synthesis, Structural Characterization, and Catalytic Studies". . p. 17339 - 17347. Retrieved 2021/11/17.
• 5、 Shafigulin,Filippova,Shmelev,Bulanova. "Mesoporous Silica Doped with Dysprosium and Modified with Nickel: A Highly Efficient and Heterogeneous Catalyst for the Hydrogenation of Benzene, Ethylbenzene and Xylenes". . p. 916 - 928. Retrieved 2019/02/14.