Chapter 16, Problem 16.31P

Interpretation Introduction

Interpretation:

To label each double bond in 5-HPETE (5-hydroperoxyeicosatetraenoic acid) as isolated or conjugated.

Concept introduction:

Conjugation occurs whenever p-orbitals overlap on three or more adjacent atoms. For example. 1, 3-Dienes such as 1, 3-butadiene, it contain two carbon-carbon double bonds joined by a single sigma bond. Each carbon atom in the 1, 3-diene is bonded to three other atoms and has no nonbonded electron pairs in them, so each carbon atom is sp² hybridized and has one p orbital containing an electron. The four p orbitals on adjacent atoms make a 1, 3-diene a conjugated system. Whereas in the isolated, the two double bonds are separated by more than one sigma bond.