1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene

Base Information

• Chemical Name: 1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene
• CAS No.: 927833-56-5
• Molecular Formula: C15H20
• Molecular Weight: 200.31900
• DSSTox Substance ID: DTXSID00581485
• Nikkaji Number: J2.414.296E
• Wikidata: Q82472648
• Mol file: 927833-56-5.mol

Synonyms:1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene;927833-56-5;Benzene, 1-methyl-4-[1-methyl-1-(2-propen-1-yl)-3-buten-1-yl]-;DTXSID00581485;CMB83356;MFCD28991908;AKOS027338491;AS-71379;W11150

Chemical Property of 1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.40490
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 200.156500638
• Heavy Atom Count: 15
• Complexity: 196

Purity/Quality:

1-methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C)(CC=C)CC=C

Technology Process of 1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene

There total 6 articles about 1-Methyl-4-(4-methylhepta-1,6-dien-4-yl)benzene 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: 72.0%

(2-methyl-2-(p-tolyl)cyclopropyl)methyl bromide (1310492-49-9) + allyltributylstanane (24850-33-7) → 4-methyl-4-(4-methylphenyl)-hepta-1,6-diene (927833-56-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In benzene; for 12h; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2010.494812

Reference yield: 30.0%

para-methylacetophenone (122-00-9) + allyl-trimethyl-silane (762-72-1) → 4-methyl-4-(4-methylphenyl)-hepta-1,6-diene (927833-56-5)

Guidance literature:

With indium(III) chloride; chloro-trimethyl-silane; In 1,2-dichloro-ethane; at 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2006.12.023

Reference yield:

(2-methyl-2-(p-tolyl)cyclopropyl)methanol (1310492-50-2) → 4-methyl-4-(4-methylphenyl)-hepta-1,6-diene (927833-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h / 20 °C

2: 2,2'-azobis(isobutyronitrile) / benzene / 12 h / Inert atmosphere; Reflux

With pyridine; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; triphenylphosphine; In dichloromethane; benzene;

DOI:10.1080/00397911.2010.494812

upstream raw materials:

para-methylacetophenone

allyl-trimethyl-silane

(2-methyl-2-(p-tolyl)cyclopropyl)methyl bromide

allyltributylstanane

Downstream raw materials:

1-methyl-4-(1-methylcyclopent-3-enyl)benzene

C₁₃H₁₈O

3-methyl-3-(4-methylphenyl)-cyclopentanone

4-methyl-4-(p-tolyl)-2-cyclopenten-1-one

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