2-Methyl-1,3-cyclohexadiene

Base Information

• Chemical Name: 2-Methyl-1,3-cyclohexadiene
• CAS No.: 1489-57-2
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• Hs Code.: 2902199090
• European Community (EC) Number: 216-072-3
• UNII: JEA80XDY0N
• DSSTox Substance ID: DTXSID7061726
• Nikkaji Number: J206.694G
• Wikidata: Q27281469
• Metabolomics Workbench ID: 45485
• Mol file: 1489-57-2.mol

Synonyms:2-Methyl-1,3-cyclohexadiene;1489-57-2;2-methylcyclohexa-1,3-diene;4,5-Dihydrotoluene;1,3-Cyclohexadiene, 2-methyl-;1,3-Cyclohexadiene, 3-methyl;UNII-JEA80XDY0N;JEA80XDY0N;EINECS 216-072-3;3,4-DIHYDROTOLUENE;DTXSID7061726;CHEBI:189569;SY292104;Q27281469

Chemical Property of 2-Methyl-1,3-cyclohexadiene

Chemical Property:

• Vapor Pressure: 24.2mmHg at 25°C
• Melting Point: 93-94 °C
• Refractive Index: 1.4662
• Boiling Point: 113.9°Cat760mmHg
• Flash Point: 3.1°C
• PSA: 0.00000
• Density: 0.848g/cm³
• LogP: 2.28270
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 94.078250319
• Heavy Atom Count: 7
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCCC=C1

Technology Process of 2-Methyl-1,3-cyclohexadiene

There total 45 articles about 2-Methyl-1,3-cyclohexadiene 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: 70.0%

1-methyl-1,2-dibromocyclohexane (56860-91-4) → 2-methylcyclohexa-1,3-diene (1489-57-2)

Guidance literature:

With sodium hydride; In Triethylene glycol dimethyl ether; isopropyl alcohol; at 0 - 20 ℃; for 4h;

DOI:10.1021/jacs.8b09974

Reference yield: 42.0%

2-methylcyclohexenone tosylhydrazone (42402-81-3) → 2-methylcyclohexa-1,3-diene (1489-57-2)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -40 ℃;

DOI:10.1021/ja00414a015

Reference yield: 40.0%

methyllithium (917-54-4) + 2-methylcyclohex-2-enone p-tolylsulphonylhydrazone (42402-81-3) → 2-methylcyclohexa-1,3-diene (1489-57-2)

Guidance literature:

at -10 ℃; for 1h;

upstream raw materials:

quinoline

2-chloro-1-methylcyclohexanol

methyl magnesium iodide

cyclohexenone

Downstream raw materials:

3-chloro-1-methylcyclohex-1-ene

1-methyl-1,3-cyclohexadiene

cis-1,4-Diacetoxy-2-methyl-2-cylohexene

trans-1,4-Diacetoxy-2-methyl-2-cyclohexene