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Chapter 11: Q.11-14P (page 335)

Question: Review the mechanism of geraniol biosynthesis shown in Figure 11-15, and propose a mechanism for the biosynthesis of limonene from linalyl diphosphate.

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01

Geraniol Biosynthesis

Geraniol is a monoterpenoid containing alcohol functionality. The biosynthesis of terpenes and terpenoids actually take place starting from isopropyl pyrophosphate and dimethylallyl pyrophosphate, then these two react to form geraniol pyrophosphate which then undergo hydrolysis to form geraniol.

02

Redraw lialyl diphosphate

Redraw the structure of lialyl diphosphateso that it has the same orientation as limonene.

03

 Step 3: Mechanism for the biosynthesis of limonene from linalyl diphosphate

Biosynthesis of Limonene

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Most popular questions from this chapter

One step in the urea cycle for ridding the body of ammonia is the conversion of argininosuccinate to the amino acid arginine plus fumarate. Propose a mechanism for the reaction, and show the structure of arginine.

What product would you expect from SN2reaction of 1-bromobutane with each of the following?

(a)NaI (b) KOH (c)H—C≡C—Li(d)NH3

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3-Bromo-1-butene and 1-bromo-2-butene undergoSN1 reaction at nearly the same rate, even though one is a secondary halide and the other is primary. Explain.
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