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1,7-octadiene

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1,7-octadiene

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1,7-Octadiene is an organic compound with the formula . It is a colorless liquid that serves as a precursor to specialty polymers. It arises commercially by the dimerization of butadiene in the presence of hydrogen. Some of the 1,6-octadiene is also formed. 1,7-Octadiene can be converted to the diol by hydroformylation followed by hydrogenation of the dialdehyde. In a related process, 1,7-Octadiene undergoes hydrocyanation to give dinitrile, which can be hydrogenated to give 1,10-diaminodecane. thumb|center|Conversion of butadiene to 1,10-difunctionalized decanes ==Dimethyloctadienes== Structu

Chemical data

Formula
C8H14
Molecular weight
110.2 g/mol
IUPAC name
octa-1,7-diene
SMILES
C=CCCCCC=C
InChIKey
XWJBRBSPAODJER-UHFFFAOYSA-N
XLogP
3.5
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Subclass of
diene
Mass
110.11
Show 3 more facts
chemical formula
C₈H₁₄
canonical SMILES
C=CCCCCC=C
Commons category
1,7-Octadiene
Sources (1)

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Encyclopedic overview

4 sections
Contents
  • Dimethyloctadienes
  • Research
  • References
  • External links

1,7-Octadiene is an organic compound with the formula . It is a colorless liquid that serves as a precursor to specialty polymers. It arises commercially by the dimerization of butadiene in the presence of hydrogen. Some of the 1,6-octadiene is also formed. 1,7-Octadiene can be converted to the diol by hydroformylation followed by hydrogenation of the dialdehyde. In a related process, 1,7-Octadiene undergoes hydrocyanation to give dinitrile, which can be hydrogenated to give 1,10-diaminodecane. thumb|center|Conversion of butadiene to 1,10-difunctionalized decanes ==Dimethyloctadienes== Structurally related octadienes bearing two methyl groups are of commercial interest. Such compounds are produced by pyrolysis of pinane, which is abundantly available from terpentine or related wood-derived chemicals. thumb|center|Formation of dimethyloctadienes

==Research== The diene has also been the subject of many research papers. For example, with ethylene it undergoes a cross-enyne metathesis Diels–Alder reaction. It undergoes ring-closing metathesis to give cyclooctene. Plasma polymerized 1,7-octadiene films deposited on silica can produce particles with tuned hydrophobicity.

Excerpted from Wikipedia’s “1,7-octadiene” article, available under the CC BY-SA 4.0 licence.

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