Many naturally occurring substances contain several carbon–carbon double bonds: some isola...

Many naturally occurring substances contain several carbon–carbon double bonds: some isolated, some conjugated, and some cumulated. Identify the types of carbon–carbon double bonds found in each of the following substances:

(a) β-Springene (a scent substance from the dorsal gland of springboks)

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(b) Cembrene (occurs in pine resin)

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(c) The sex attractant of the male dried-bean beetle

Sample Solution (a) β-Springene has three isolated double bonds and a pair of conjugated double bonds:

Isolated double bonds are separated from other double bonds by at least one sp³-hybridized carbon. Conjugated double bonds are joined by a single bond.