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Chapter 31: Question 31.11 (page 1247)

Locate the isoprene units in biformene, a component of amber, and classify biformene as a monoterpene, sesquiterpene etc.

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01

Step-by-Step SolutionStep 1: Isoprene

Isoprene units come under the category of unsaturated hydrocarbons. It comprises five carbon atoms possessing double bonds. Carotene is an example of an isoprenoid.

02

Biformene

Biformene is a kind of terpene comprising the molecular formula C20H32 . It is a natural product found in the flower Helianthus decapetalus.

03

Locating the isoprene units in biformene

The skeletal structure of biformene can be given as:

Skeletal structure of biformene

Terpenes comprise repeating five-carbon units termed isoprene units. Each isoprene unit comprises five carbon atoms, four carbons in a row, and one-carbon branch on a middle carbon.

Isoprene units of biformene

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Most popular questions from this chapter

Farnesyl diphosphate is cyclized to sesquiterpene A, which is then converted to the bicyclic product epi-aristolochene. Write a stepwise mechanism for both reactions.

Question: An isoprene unit can be thought of as having a head and a tail. The “head” of the isoprene unit is located at the end of the chain nearest the branch point, and the “tail” is located at the end of the carbon chain farthest from the branch point. Most isoprene units are connected together in a “head-to-tail” fashion, as illustrated. For both lycopene (Problem 31.26), and squalene (Figure 31.9), decide which isoprene units are connected in a head-to-tail fashion and which are not.

Treatment of cholesterol with mCPBA results in formation of a single epoxide A, with the stereochemistry drawn. Why isn’t the isomeric epoxide B formed to any extent?

Question: Locate the isoprene units in each compound.

Locate the isoprene units in each compound.

a.

b.

c.

d.
See all solutions

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