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1,7-Octadiene

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1,7-Octadiene

1,7-Octadiene is an organic compound with the formula (CH2=CHCH2CH2)2. 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.

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.

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.

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