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
• General Description: 4-METHYL-1-CYCLOHEXENE (also known as 4-Methylcyclohexene or NSC 9386) is a cyclohexene derivative with a methyl group at the 4-position. The study suggests that its complexation stability with silver ions is influenced by steric and electronic factors, though it generally exhibits lower affinity compared to cyclopentenes due to the ring size effect. The presence of the methyl substituent may reduce complex stability relative to unsubstituted or differently substituted cyclohexenes, as steric hindrance near the double bond can weaken interactions with silver ions. However, specific stability constants for 4-methyl-1-cyclohexene are not explicitly detailed in the provided abstract.

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:

(+/-)-1ξ-methyl-cyclohexanediol-(3r.4t)

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

Refernces

DETERMINATION OF THE STABILITY CONSTANTS OF COMPLEXES BY GAS CHROMATOGRAPHY

10.1021/j100812a519

The study investigates the stability constants of olefin-silver ion complexes in ethylene glycol solutions using gas chromatography. Olefins coordinate with silver ions to form complexes, and the stability of these complexes is influenced by factors such as the position and size of substituents on the olefins. For instance, a methyl substituent at the double bond reduces complex stability due to steric effects, while electronic factors play a role in the higher complex formation tendency of certain 3-alkylcyclopentenes compared to 4-alkyl isomers. The study also finds that cyclopentenes have a higher affinity for silver ions than corresponding cyclohexenes. The stability constants for various olefins, including 1-methylcyclohexene, 3-methylcyclohexene, 4-methylcyclohexene, methylenecyclohexane, and others, are determined and compared, providing insights into the effects of molecular structure on complex stability.