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Chapter 31: Q 31.10 (page 1246)

Locate the isoprene units in each compound.

a.

b.

c.

d.

Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

Step 1:Terpenes

Terpenes constitute lipids comprising five-carbon units termed isoprene units. They comprise hydrocarbons possessing one or several rings or are acyclic. Terpenoids are compounds comprising isoprene units and an oxygen atom. An example of a terpenoid is myrcene.

02

Locating isoprene units

The isoprene units can be identified by beginning at one end of the molecule鈥檚 end, adjacent to the branch point. Then identify the four-carbon chain comprising a one-carbon branch.

An isoprene unit can only comprise sigma bonds or include pi bonds at any position.

Every isoprene unit comprises five carbon atoms.

03

Locating isoprene units in the given compound

a. The molecule geraniol comprises two isoprene units. The isoprene units of geraniol are given in bold as:

Isoprene units of geraniol

b. The molecule vitamin A comprises four isoprene units. The isoprene units of vitamin A are given in bold as:

Isoprene units of Vitamin A

c. The molecule grandisol comprises two isoprene units. The isoprene units of grandisol are given in bold as:

Isoprene units of grandisol

d. The molecule camphor comprises two isoprene units. The isoprene units of camphor are given in bold as:

Isoprene units of camphor

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Most popular questions from this chapter

Question:Triacylglycerol L yields compound M when treated with excess H2, Pd-C. Ozonolysis of L ([1] O3; [2] (CH3)2affords compounds N-P. What is the structure of L?

Crocin, which occurs naturally in crocus and gardenia flowers, is primarily responsible for the color of saffron.

(a) What lipid and monosaccharides are formed by the hydrolysis of crocin?

(b) Classify the lipid as a monoterpenoid, diperpenoid, etc., and locate the isoprene units.

Treatment of cholesterol with mCPBA results in formation of a single epoxide A, with the stereochemistry drawn. Why isn鈥檛 the isomeric epoxide B formed to any extent?

Question: An isoprene unit can be thought of as having a head and a tail. The 鈥渉ead鈥� of the isoprene unit is located at the end of the chain nearest the branch point, and the 鈥渢ail鈥� is located at the end of the carbon chain farthest from the branch point. Most isoprene units are connected together in a 鈥渉ead-to-tail鈥� 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.

Draw the enantiomer and any two diastereomers of cholesterol. Does the OH group of cholesterol occupy an axial or equatorial position?
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