Competitive double bond isomerization kinetics of 1-dodecene and 11-dococene on Amberlyst® 15

Abstract

We followed the concurrent double bond isomerizations of 1-dodecene (C12 NAO) and 11-dococene (C22 IO) on Amberlyst® 15 at 90°C, observing the movement of the double bond from the middle of a C22 chain to its end and the movement of the double bond from the end of a C12 chain to its middle. Double bond migration was stepwise for both chains, and the kinetics were consistent with a common isomerization rate for all olefins of the same chain length, regardless of location of the double bond. Internal dodecenes isomerized 1.35 times faster than internal dococenes, suggesting a higher adsorption coefficient for dodecenes than for dococenes onto Amberlyst® 15 at 90°C. © 2012 Wiley Periodicals, Inc. Int J Chem Kinet 44: 745–752, 2012