3-Methyl-1,5-heptadiene

Base Information

• Chemical Name: 3-Methyl-1,5-heptadiene
• CAS No.: 50763-51-4
• Molecular Formula: C₈H₁₄
• Molecular Weight: 110.199
• Hs Code.: 2901299090
• Nikkaji Number: J125.067A,J125.068J,J798.160K
• Mol file: 50763-51-4.mol

Synonyms:3-Methyl-1,5-heptadiene;1,5-Heptadiene, 3-methyl-;4894-62-6;(5E)-3-methylhepta-1,5-diene;50592-72-8;trans-3-Methyl-1,5-heptadiene;50763-51-4;1,5-Heptadiene, 3-methyl-, (Z)-;(E)-3-methylhepta-1,5-diene;QIWJMWAOAINRPL-GQCTYLIASA-N;(5E)-3-Methyl-1,5-heptadiene;NSC 51707;AKOS006271482;1,5-Heptadiene, 3-methyl-, (E)-

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

Chemical Property:

• Vapor Pressure: 26.6mmHg at 25°C
• Boiling Point: 111.6°C at 760 mmHg
• Flash Point: 9.3°C
• PSA: 0.00000
• Density: 0.736g/cm³
• LogP: 2.77470
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 80

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCC(C)C=C
• Isomeric SMILES: C/C=C/CC(C)C=C

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

There total 10 articles about 3-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: 5.0%

3-Methyl-7-trimethylsilyl-cis-hepta-1,5-diene (58016-53-8) → (Z)-3-methylhepta-1,5-diene (50763-51-4) + 3-methyl-1,6-heptadiene (50871-05-1)

Guidance literature:

With potassium tert-butylate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 3h;

Reference yield:

trans-but-2-enyl chloride (4894-61-5) → (2Z,6E)-Octa-2,6-diene (18152-32-4) + (E,E)-2,6-octadiene (18152-31-3) + rac.-trans-3-Methyl-heptadien-(1.5) (50592-72-8) + (Z)-3-methylhepta-1,5-diene (50763-51-4)

Guidance literature:

With magnesium; In diethyl ether; Further byproducts given; Heating;

DOI:10.1016/S0040-4020(01)90155-3

Reference yield:

trans-but-2-enyl chloride (4894-61-5) + Crotyllithium (16327-44-9,29076-96-8) → (Z,Z)-octa-2,6-diene (18680-11-0) + (2Z,6E)-Octa-2,6-diene (18152-32-4) + (E,E)-2,6-octadiene (18152-31-3) + rac.-trans-3-Methyl-heptadien-(1.5) (50592-72-8) + (Z)-3-methylhepta-1,5-diene (50763-51-4)

Guidance literature:

With tributyl borane; In diethyl ether; Product distribution; regioselectivity; other reagents;

DOI:10.1021/ja00398a016

upstream raw materials:

2-chloro-3-butene

(E)-crotylmagnesium chloride

trans-but-2-enyl chloride

Crotyllithium

Downstream raw materials:

rac.-trans-3-Methyl-heptadien-(1.5)

Refernces

• 1、 Pasto, Daniel J.,L'Hermine, Gael. "On the Regioselectivity of Coupling of Substituted Allyl Radicals. Steric Versus FMO Control". . p. 3259 - 3272. Retrieved 2007/10/02.
• 2、 Yamamoto, Yoshinori,Yatagai, Hidetaka,Maruyama, Kazuhiro. "Reaction Of Allylic Boron and Aluminium "Ate" Complexes with Organic Halides and Carbonyl Compounds. Trialkylboranes as Regio-, Stereo-, and Chemoselective Control Elements". . p. 1969 - 1975. Retrieved 2007/10/02.