1,6-Heptadiene

Base Information

• Chemical Name: 1,6-Heptadiene
• CAS No.: 3070-53-9
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• Hs Code.: 2901299090
• European Community (EC) Number: 626-010-0
• DSSTox Substance ID: DTXSID2062828
• Nikkaji Number: J125.182A
• Wikidata: Q19833899
• Mol file: 3070-53-9.mol

Synonyms:CH2=CH(CH2)3CH=CH2;1,6-HEPTADIENE;1,6-HEPTADIENE 99%;1,6-HEPTADIENE 98% MIN.;1,5-HEPTADIENE 99%

Chemical Property of 1,6-Heptadiene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 59.8mmHg at 25°C
• Melting Point: −129.4-−129 °C(lit.)
• Refractive Index: n20/D 1.414(lit.)
• Boiling Point: 89-90 °C(lit.)
• Flash Point: °C
• PSA: 0.00000
• Density: 0.716g/cm³
• LogP: 2.52870
• Storage Temp.: 2-8°C
• Water Solubility.: 44mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 96.093900383
• Heavy Atom Count: 7
• Complexity: 45.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,6-Heptadiene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 16-26-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCCC=C
• Uses: 1,6-Heptadiene has been used as a starting reagent in asymmetric synthesis of all stereoisomers of 6-methylpipecolic acids.

Technology Process of 1,6-Heptadiene

There total 14 articles about 1,6-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: 69.0%

pent-4-enoic acid allyl ester (75265-78-0) → 1,6-heptadiene (3070-53-9) + 4-Pentenenitrile (592-51-8)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.1021/ja00540a053

Reference yield: 59.0%

(1S,5R)-6,7-Diaza-bicyclo[3.2.2]non-6-ene (43195-77-3) → 1,6-heptadiene (3070-53-9) + Cycloheptene (628-92-2,45509-99-7) + Bicyclo<3.2.0>heptan (278-07-9)

Guidance literature:

In cyclohexane; at 190 - 230 ℃; sealed tube;

DOI:10.1016/S0040-4039(00)98443-0

Reference yield: 47.0%

2-bromo-1,6-heptadiene (86365-78-8) → 1,6-heptadiene (3070-53-9) + 1-methyl-2-methylene-cyclopentane (41158-41-2) + methylenecyclohexane (1192-37-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; Mechanism; Product distribution; various concentration of tributylstannane;

DOI:10.1016/S0040-4039(00)84994-1

upstream raw materials:

formaldehyd

4-chlorobutyraldehyde

1,5-bis(triphenylphosphorylidene)pentane

pent-4-enoic acid allyl ester

Downstream raw materials:

1-((phenylseleno)methyl)-2-((p-tolylsulfonyl)methyl)cyclopentane

2,6-bis(phenylseleno)-1,7-bis(p-toluenesulfonyl)heptane

methylenecyclohexane

6-hepten-1-ol

Refernces

• 1、 Gartia, Yashraj,Pulla, Sharon,Ramidi, Punnamchandar,Farris, Carolina Costa,Nima, Zeid,Jones, Darin E.,Biris, Alexandru S.,Ghosh, Anindya. "A novel iron complex for cross-coupling reactions of multiple C-Cl bonds in polychlorinated solvents with grignard reagents". . p. 1397 - 1404. Retrieved 2013/01/15.
• 2、 Kalra, Bansi L.,Afriyie, Yau,Brandt, Benjamin,Lewis, David K.,Baldwin, John E.. "Kinetics of the Thermal Isomerizations of Gaseous Cycloheptene and Cyclooctene". . p. 8142 - 8146. Retrieved 2007/10/02.