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Chapter 10: Q.34. (page 420)

Question: Name the alkene depicted in the ball-and-stick model and draw the constitutional isomers formed when the alkene is treated with each reagent: (a) Br2; (b) Br2 inH2O ; (c) Br2 in CH3OH.

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01

Step 1:Reaction of alkene

Alkenes give different types of reactions. The treatment of alkenes with dibromine results in the anti-addition of bromine to the double bond.

02

Formation of products for a, b and c

(a)The given compound is depicted as follows:

Given compound

The reaction is mentioned below:

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Most popular questions from this chapter

Question: Like other electrophiles, carbocations add to alkenes to form new carbocations, which can then undergo substitution or elimination reactions depending on the reaction conditions. With this in mind, consider the following reactions of nerol, a natural product isolated from lemon grass and other plant sources. Treatment of nerol with TsOH forms α-terpineol as the major product, whereas treatment of nerol with chlorosulfonic acid, HSO3Cl , forms a constitutional isomer, α-cyclogeraniol. Write stepwise mechanisms for both processes. Each mechanism involves the addition of an electrophile—a carbocation— to a double bond.

Question: Bromoetherification, the addition of the elements of Br and OR to a double bond, is a common method for constructing rings containing oxygen atoms. This reaction has been used in the synthesis of the polyether antibiotic monensin (Problem 21.37). Draw a stepwise mechanism for the following intramolecular bromoetherification reaction.

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.

Question: (a) Draw all possible stereoisomers of 4-methylnon-2-ene, and name each isomer, including its E, Z and R, S prefixes. (b) Label two pairs of enantiomers. (c) Label four pairs of diastereomers.

Question: What alkylborane is formed from hydroboration of each alkene?
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