4-Methylcyclohexene

Base Information

• Chemical Name: 4-Methylcyclohexene
• CAS No.: 591-47-9
• Deprecated CAS: 26293-22-1
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• European Community (EC) Number: 209-715-4
• NSC Number: 9386
• UNII: 2N22W8H0JX
• DSSTox Substance ID: DTXSID10862257
• Nikkaji Number: J96.132I
• Wikidata: Q82854381
• Mol file: 591-47-9.mol

Synonyms:4-METHYLCYCLOHEXENE;4-Methyl-1-cyclohexene;591-47-9;Cyclohexene, 4-methyl-;4-Methylcyclohex-1-ene;2N22W8H0JX;NSC 9386;NSC-9386;EINECS 209-715-4;NSC9386;4-Methyl-1-cycl;4-methyl-cyclohexene;4-Methylcyclohexene-1;4-Methylcyclohexene, 99%;UNII-2N22W8H0JX;DTXSID10862257;MFCD00001573;AKOS015842661;4-METHYLCYCLOHEXENE, (+/-)-;FT-0618984;M0201;M2201;D91581;EN300-103785;4-Methyl-1-cyclohexene, purum, >=99.0% (GC);Z1255457381

Chemical Property of 4-Methylcyclohexene

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS LIQUID
• Vapor Pressure: 36mmHg at 25°C
• Melting Point: -121 °C
• Refractive Index: n20/D 1.442
• Boiling Point: 101-102 °C(lit.)
• Flash Point: °C
• PSA: 0.00000
• Density: 0.803g/cm³
• LogP: 2.36260
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 96.093900383
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

4-Methyl-1-cyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 9-16-26-29-36-62

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC=CC1
• Uses: Intermediate. 4-Methylcyclohexene is used in the synthesis of an enantiomerically pure oxaliplatin derivative, {(1R,2R,4R)-4-Methyl-1,2-cyclohexanediamine}oxalatoplatinum(II), which exhibits good anticancer activity. It is also used in the preparation of N,N-diethyldithiocarbamate functionalized 1,4-polyisoprenes.

Technology Process of 4-Methylcyclohexene

There total 96 articles about 4-Methylcyclohexene 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: 85.0%

1-methyl-3,4-threo-bis(benzenesulphonyl)cyclohexane → 4-methylcyclohexene (591-47-9)

Guidance literature:

With sodium dihydrogenphosphate; sodium amalgam; In methanol; Ambient temperature;

Reference yield: 75.0%

N,N-dimethyl-4-methylcyclohexylamine N-oxide (72390-34-2) → 4-methylcyclohexene (591-47-9)

Guidance literature:

In various solvent(s); at 96 ℃; for 4h;

DOI:10.1021/jo01292a033

Reference yield: 67.0%

2,5-dihydrotoluene (4313-57-9) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + methyl cyclohexane (82166-21-0)

Guidance literature:

With hydrogen; bis(acetylacetonate)nickel(II); triphenylphosphine; In toluene; at 40 ℃; for 8h; Yields of byproduct given;

DOI:10.1246/bcsj.60.2923

upstream raw materials:

p-methylcyclohexanol

3-methylcyclohexyl bromide

trans-4-methylcyclohexan-1-ol

4-methylcyclohexanone oxime

Downstream raw materials:

1-(2,5-dimethyl-phenyl)-1-methyl-cyclohexane

4-ethyl-1-methyl-2-(1-methyl-cyclohexyl)-benzene

1-(5-ethyl-2-methyl-phenyl)-1-p-tolyl-ethane

1-(2-methyl-5-propyl-phenyl)-1-p-tolyl-propane

Refernces

• 1、 Antonels, Nathan Charles,Benjamin Williams, Marc,Meijboom, Reinout,Haumann, Marco. "Well-defined dendrimer encapsulated ruthenium SCILL catalysts for partial hydrogenation of toluene in liquid-phase". . p. 156 - 160. Retrieved 2016.
• 2、 Ma, Di,Lu, Shenglu,Liu, Xiaohui,Guo, Yong,Wang, Yanqin. "Depolymerization and hydrodeoxygenation of lignin to aromatic hydrocarbons with a Ru catalyst on a variety of Nb-based supports". . p. 609 - 617. Retrieved 2019/04/03.