6-Methyl-1,5-heptadiene

Base Information

• Chemical Name: 6-Methyl-1,5-heptadiene
• CAS No.: 7270-50-0
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• DSSTox Substance ID: DTXSID30223003
• Nikkaji Number: J503.749B
• Mol file: 7270-50-0.mol

Synonyms:6-Methyl-1,5-heptadiene;7270-50-0;6-methylhepta-1,5-diene;SODIUM BO-PROPOXIDE;6-methyl-hepta-1,5-diene;DTXSID30223003;KUFDSEQTHICIIF-UHFFFAOYSA-N;AKOS006275104;FT-0636410

Chemical Property of 6-Methyl-1,5-heptadiene

Chemical Property:

• Vapor Pressure: 21.6mmHg at 25°C
• Boiling Point: 116.5°C at 760 mmHg
• Flash Point: 11.7°C
• PSA: 0.00000
• Density: 0.739g/cm³
• LogP: 2.91880
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 84.2

Purity/Quality:

98% ^*data from raw suppliers

6-Methyl-1,5-heptadiene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC=C)C

Technology Process of 6-Methyl-1,5-heptadiene

There total 6 articles about 6-Methyl-1,5-heptadiene 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:

1,1-dimethyl-5-hexenyl chloride (34986-80-6) → 6-methylhept-1-ene (5026-76-6) + 6-methyl-1,5-heptadiene (7270-50-0) + 1,1,2-trimethylcyclopentane (4259-00-1) + 1,1-dimethylcyclohexane (590-66-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 8h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)97982-7

Reference yield:

1,1-dimethyl-5-hexenyl chloride (34986-80-6) → 6-methylhept-1-ene (5026-76-6) + 6-methyl-1,5-heptadiene (7270-50-0) + 1,1-dimethylcyclohexane (590-66-9) + 2-methyl-hepta-1,6-diene (13643-06-6)

Guidance literature:

With n-butyllithium; B-n-butyl-9-borabicyclo<3.3.1>nonane; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) hexane, RT, 1 h; 2.) hexane, benzene, pentane, 0 deg C, 1 h;

DOI:10.1016/S0040-4020(01)97982-7

Reference yield:

1-bromo-6-methyl-hept-5-ene (58335-23-2) → 2-methyl-2-heptene (627-97-4) + 6-methyl-1,5-heptadiene (7270-50-0) + isopropylcyclopentane (3875-51-2) + 2,8,8-Trimethyl-non-2-ene

Guidance literature:

With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.0833333h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)84396-8

upstream raw materials:

1-bromo-6-methyl-hept-5-ene

tert.-butyl lithium

1,1-dimethyl-5-hexenyl chloride

Downstream raw materials:

2-methylheptane

formaldehyd

succinic acid

acetone

Refernces

• 1、 Bailey, William F.,Patricia, Jeffrey J.,Nurmi, Timo T.. "REACTIONS OF 1-HALO-5-HEXENES WITH ALKYLLITHIUMS. EVIDENCE FOR A PRONOUNCED HALOGEN EFFECT ON THE MECHANISM OF THE METAL-HALOGEN INTERCHANGE REACTION OF PRIMARY ALKYL HALIDES". . p. 1865 - 1868. Retrieved 2007/10/02.