(a)
Interpretation:
The principal organic compound that is expected when
Concept introduction:
The addition reaction of the
Answer to Problem 17.23AP
The principal organic compound that is formed when
Explanation of Solution
The reaction of
Figure 1
The addition of the bromine molecule on the double bond of the alkene takes place to give the dibromo product. The addition of bromine to the double bond is the anti-addition.
The principal organic compound that is formed when
(b)
Interpretation:
The principal organic compound that is expected when
Concept introduction:
The addition reactions of the alkene are very well known reactions. The electron density on the alkene double bond makes it nucleophilic. The alkene undergoes varieties of addition reaction via different mechanisms.
Answer to Problem 17.23AP
The principal organic compound that is formed when
Explanation of Solution
The reaction of
Figure 2
The reaction of an alkene with N-bromosuccinimide in the presence is the free-radical reaction. In this reaction, allylic bromination is observed instead of an addition to the alkene. The N-bromosuccinimide acts as radical initiator. This molecule breaks the
The principal organic compound that is formed when
(c)
Interpretation:
The principal organic compound that is expected when product(s) of part (b) undergo solvolysis in aqueous acetone is to be stated.
Concept introduction:
The nucleophilic substitution reactions are the reactions in which a nucleophile attacks at the electrophilic carbon and eliminates another group. The
The
Answer to Problem 17.23AP
The principal organic compounds that are formed when product(s) of part (b) undergo solvolysis in aqueous acetone are shown below.
Explanation of Solution
The products of part (b) are shown below.
Figure 3
The reaction of product(s) of part (b) on solvolysis in aqueous acetone is shown below.
Figure 4
The nucleophilic substitution reaction takes place when solvolysis of products of part (b) is done. The bromine group is substituted by the hydroxyl group giving rise to the formation of an allylic alcohol.
The principal organic compound that is formed when product(s) of part (b) undergo solvolysis in aqueous acetone is shown in Figure 4.
(d)
Interpretation:
The principal organic compound that is expected when product(s) of part (b) are reacted with
Concept introduction:
The reaction of an
Answer to Problem 17.23AP
The principal organic compounds that are formed when product(s) of part (b) are reacted with
Explanation of Solution
The products of part (b) are shown below.
Figure 3
The reaction that occurs when product(s) of part (b) are reacted with
Figure 5
The allylic halide also undergoes the same kind of reactions as the alkyl halide with magnesium metal in dry ether. They also lead to the formation of Grignard reagent but this time with the allylic group.
The principal organic compounds that are formed when product(s) of part (b) are reacted with
(e)
Interpretation:
The principal organic compound that is expected when product(s) of part (d) are reacted with
Concept introduction:
The nucleophilic substitution reactions are the reactions in which a nucleophile attacks at the electrophilic carbon and eliminates another group. The rate of reaction depends upon the nucleophilicity and concentration of the nucleophile.
The
Answer to Problem 17.23AP
The principal organic compounds that are formed when product(s) of part (d) are reacted with
Explanation of Solution
The products of part (d) are shown below.
Figure 6
The reaction of product(s) of part (d) with
Figure 7
The Grignard reagents are highly reactive towards moisture. The carbon chain on the Grignard reagent gets the hydrogen in place of
The principal organic compounds that are formed when product(s) of part (d) are reacted with
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Chapter 17 Solutions
Organic Chemistry
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