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Chapter 10: PROBLEM 10.37 (page 420)

Question: Label the alkene in each drug as E or Z. Enclomiphene is one component of the fertility drug Clomid. Tamoxifen is an anticancer drug. Clavulanic acid is sold in combination with the antibiotic amoxicillin under the trade name Augmentin.

a

b.

c.

Short Answer

Expert verified

Answer

a. E

b. Z

c. Z

Step by step solution

01

E or Z configuration

If the groups around the double bond are opposite to each other, the double bond is assigned E configuration, whereas if the groups are on the same side, the double bond is assigned Z configuration

02

Assigning E or Z configuration

a. The given compound is shown below:

Enclomiphene

The priority groups are present on different sides. Thus, the double

bond has an E configuration.

b. The given compound is shown below:

Tamoxifen

The priority groups are present on the same side. Thus, the double bond has Z configuration.

c. The given compound is shown below:

Clavulanic acid

The priority groups are present on the same side. Thus, the double bond has Z configuration.

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Most popular questions from this chapter

Question: Give the IUPAC name for each alkene.

Question: Use the Hammond postulate to explain why (CH3)2C=CH2reacts faster than CH3CH=CH2 in electrophilic addition of HX.

Question: Eleostearic acid is an unsaturated fatty acid obtained from the seeds of the tung oil tree (Aleurites fordii), a deciduous tree native to China.

(a) Draw the structure of a stereoisomer that has a higher melting point than eleostearic acid.

(b) Draw the structure of a stereoisomer that has a lower melting point.

Question: What three alkenes (excluding stereoisomers) can be used to prepare 3-chloro-3-methylhexane by addition of HCl?

Question: Devise a synthesis of each compound from the indicated starting material.
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