Concept explainers
(a)
Interpretation:
The major product of the given electrophilic addition reaction is to be predicted.
Concept introduction:
Strong Bronsted acids add to the double bond in a two-step electrophilic addition reaction to replace the
Answer to Problem 11.52P
The major product of the given reaction is
Explanation of Solution
The given reaction is
The substrate is an
In the first step, the
In the second step, the conjugate base
Thus, for the given reaction, the major product formed is
Strong Bronsted acids add to a double bond, replacing the
(b)
Interpretation:
The major product of the given electrophilic addition reaction is to be predicted.
Concept introduction:
In a two-step electrophilic addition reaction, the strong Bronsted acids add to the double bond to replace the
Answer to Problem 11.52P
For the given reaction, the major product formed is,
Explanation of Solution
The given electrophilic addition reaction is
The first step of the reaction is electrophilic addition of the proton from the acid. Two carbocations are possible when the
The conjugate base
Thus, for this reaction, the major product formed is,
Strong Bronsted acids add to a double bond, replacing the
(c)
Interpretation:
The major product of the given electrophilic addition reaction is to be predicted.
Concept introduction:
In a two-step electrophilic addition reaction, the strong Bronsted acids add to the double bond to replace the
Answer to Problem 11.52P
For this reaction, the major product formed is,
Explanation of Solution
The given reaction is
The overall reaction is one of hydration of the double bond, i.e., the addition of water. Water is a weak acid, but in the presence of a strong acid (denoted by the
In the next step, the conjugate base
Thus, for this reaction, the major product formed is,
Strong Bronsted acids add to a double bond, replacing the
(d)
Interpretation:
The major product of the given electrophilic addition reaction is to be predicted.
Concept introduction:
In a two-step electrophilic addition reaction, the strong Bronsted acids add to the double bond to replace the
Answer to Problem 11.52P
For the given reaction, the major product formed is,
Explanation of Solution
The given reaction is
There are two
In the first step, an alkenyl carbocation is formed by addition of proton the triple bond. A more stable carbocation, with the positive charge on the secondary carbon, is produced.
In the second step, the conjugate base
Since the product has a
Thus, for this reaction, the major product formed is,
Strong Bronsted acids add twice to a triple bond, replacing each
(e)
Interpretation:
The major product of the given electrophilic addition reaction is to be predicted.
Concept introduction:
In a two-step electrophilic addition reaction, the strong Bronsted acids add to the double bond to replace the
Answer to Problem 11.52P
For the given reaction, the major product formed is,
Explanation of Solution
The given electrophilic addition reaction is
The acid in this case is
This carbocation is prone to rearrangement. A
The conjugate base
Thus, for the given reaction, the major product formed is,
Strong Bronsted acids add to a double bond, replacing the
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Chapter 11 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Predict the major product , which will be formed under the depicted reaction conditions . Be sure to indicate stereochemistry clearly when relevant .arrow_forwardPredict the major product(s) for the following reaction sequence.arrow_forwardPredict the major organic product for each of the following reactions. (Minor products or inorganic side products need not be drawn.)arrow_forward
- Predicts the major products for the following reaction.arrow_forwardSupply the missing reagents and intermediates (A—C) in the following synthesis. please explain stepsarrow_forwardComplete the following reactions by identifying the majority product(s) or the reaction conditions that are missing. No mechanism is neededarrow_forward
- Identify compounds A,C,I in the following reaction sequences.arrow_forwardProvide the major product including stereochemistry for the following reaction.arrow_forwardPredict the major reaction product for each of the following reactions. Pay attention to stereochemistry where appropriates.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning