5-Methyl-1,3-cyclohexadiene

Base Information

• Chemical Name: 5-Methyl-1,3-cyclohexadiene
• CAS No.: 19656-98-5
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• DSSTox Substance ID: DTXSID00941424
• Nikkaji Number: J134.642C
• Mol file: 19656-98-5.mol

Synonyms:5-Methyl-1,3-cyclohexadiene;5-methylcyclohexa-1,3-diene;METHYL CYCLOHEXADIENE;19656-98-5;Dihydrotoluol;1-Methylcyclohexa-2,4-diene;1,3-Cyclohexadiene, 6-methyl;DTXSID00941424;ZNKKYYNWFKHNHZ-UHFFFAOYSA-N;AKOS006275073

Chemical Property of 5-Methyl-1,3-cyclohexadiene

Chemical Property:

• Vapor Pressure: 27.5mmHg at 25°C
• Boiling Point: 110.8°C at 760 mmHg
• Flash Point: 1.6°C
• Density: 0.832g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 94.078250319
• Heavy Atom Count: 7
• Complexity: 98.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC=CC=C1

Technology Process of 5-Methyl-1,3-cyclohexadiene

There total 15 articles about 5-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: 60.0%

3,4-dibromo-1-methylcyclohexane (60711-12-8) → 5-methyl-1,3-cyclohexadiene (19656-98-5)

Guidance literature:

With sodium isopropylate; In various solvent(s);

DOI:10.1021/jo00198a010

Reference yield:

benzo-1,4-dioxane (493-09-4) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 2-Methyl-1,3-benzodioxole (14046-39-0) + 3-methylisochroman (70401-56-8) + ethene (74-85-1) + 5-methyl-1,3-cyclohexadiene (19656-98-5) + 2-methylcyclohexa-1,3-diene (1489-57-2) + 1-methyl-1,3-cyclohexadiene (1489-56-1)

Guidance literature:

In benzene; at 529.9 ℃; for 0.00119444h; Product distribution; Mechanism; Thermodynamic data; also without propene; decomposition rate; activation energy E_a; other solvents; var. time and temp.;

Reference yield:

4-methyl-3-(phenylsulfonyl)cyclohexene (131179-65-2) → 5-methyl-1,3-cyclohexadiene (19656-98-5) + 1-methyl-1,3-cyclohexadiene (1489-56-1)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 80 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00002a061

upstream raw materials:

3,4-dibromo-1-methylcyclohexane

ethyl-(5-methyl-cyclohex-2-enyl)-ether

1,3,5-heptatriene

benzo-1,4-dioxane

Downstream raw materials:

trans-6-methyl-2-cyclohexene-1-carbonitrile

5-methyl-2-cyclohexene-1-carbonitrile

4-methyl-2-cyclohexene-1-carbonitrile

1,4-diacetoxy-5-methylcyclohex-2-ene

Refernces

• 1、 Meister, Anne C.,Nieger, Martin,Braese, Stefan. "Synthesis of 4-hydroxy-5-methyl- and 4-hydroxy-6-methylcyclohexenones by PdII-catalyzed oxidation and lipase-catalyzed hydrolysis". . p. 5373 - 5380. Retrieved 2012/11/06.
• 2、 Schraa, Gerrit-Jan,Arends, Isabel W. C. E.,Mulder, Peter. "Thermal Decomposition of 2,3-Dihydro-1,4-benzodioxin and 1,2-Dimethoxybenzene". . p. 189 - 198. Retrieved 2007/10/02.