1,7-Octadiene

1,7-Octadiene 1,7-Octadiene.svg Octa-1,7-diene N4H29T34J2 C=CCCCCC=C 183652 18338 InChI=1S/C8H14/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-8H2 XWJBRBSPAODJER-UHFFFAOYSA-N 3710-30-3 2309 RG5250000 19460 223-054-9 8 14 Colorless liquid 0.746 g/mL at 25 °C 114-121 02 08 09 Danger 225 304 410 412 210 233 240 241 242 243 280 303+361+353 370+378 403+235 501 alkenes and dienes IsopreneChloroprene Butane 1,7-Octadiene is an organic compound with the condensed formula (CH2\dCHCH2CH2)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.10.1002/14356007.a04_431.pub2 Butadiene Ullmann's Encyclopedia of Industrial Chemistry 2011 Dahlmann Marc Grub Joachim Löser Eckhard 1–24 978-3-527-30673-2 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.10.2533/chimia.2021.780 From Pine to Perfume 2021 Sagorin Gilles Cazeils Emmanuel Basset Jean-François Reiter Maud CHIMIA 75 9 780–787 34526184 free 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.Fustero S Bello P Miró J Simón A del Pozo C 1,7-octadiene-assisted tandem multicomponent cross-enyne metathesis (CEYM)-Diels-Alder reactions: a useful alternative to Mori's conditions Chemistry: A European Journal 27 August 2012 18 35 10991–7 22851514 10.1002/chem.201200835 It undergoes ring-closing metathesis to give cyclooctene.10.1002/(sici)1521-3773(19981002)37:18<2490::aid-anie2490>3.0.co;2-x A Novel Class of Ruthenium Catalysts for Olefin Metathesis 1998 Weskamp Thomas Schattenmann Wolfgang C. Spiegler Michael Herrmann Wolfgang A. Angewandte Chemie International Edition 37 18 2490–2493 29711340 Plasma polymerized 1,7-octadiene films deposited on silica can produce particles with tuned hydrophobicity.Akhavan Behnam Jarvis Karyn Majewski Peter Tuning the hydrophobicity of plasma polymer coated silica particles Powder Technology November 2013 249 403–411 10.1016/j.powtec.2013.09.018 References External links http://www.sigmaaldrich.com/catalog/product/aldrich/o2501n 1,7-Octadiene Sigma-Aldrich 20 April 2016 Category:Alkadienes