(a)
Interpretation:
The curved arrow mechanism for the given reaction is to be stated.
Concept introduction:
The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer to Problem 19.64AP
The curved arrow mechanism for the given reaction is shown below.
Explanation of Solution
The given reaction is shown below.
Figure 1
In the above reaction, diphenylmethanethione undergoes hydrolysis to yield benzophenone.
The curved arrow mechanism for the reaction is shown below.
Figure 2
In the above mechanism, lone pairs of water attacks the
The curved arrow mechanism for the reaction is shown in Figure 2.
(b)
Interpretation:
The curved arrow mechanism for the given reaction is to be stated.
Concept introduction:
The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer to Problem 19.64AP
The curved arrow mechanism for the given reaction is shown below.
Explanation of Solution
The given reaction is shown below.
Figure 3
In the above reaction, trimethylphosphite reacts with
The curved arrow mechanism for the given reaction is shown below.
Figure 4
In the above mechanism, the trimethylphosphite reacts the least hindered site of the
The curved arrow mechanism for the given reaction is shown in Figure 4.
(c)
Interpretation:
The curved arrow mechanism for the given reaction is to be stated.
Concept introduction:
The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer to Problem 19.64AP
The curved arrow mechanism for the given reaction is shown below.
Explanation of Solution
The given reaction is shown below.
Figure 5
In the above reaction, ethylamine reacts with
The curved arrow mechanism for the given reaction is shown below.
Figure 6
In the above mechanism, the carbonyl carbon of
The curved arrow mechanism for the given reaction is shown in Figure 6.
(d)
Interpretation:
The curved arrow mechanism for the given reaction is to be stated.
Concept introduction:
The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer to Problem 19.64AP
The curved arrow mechanism for the given reaction is shown below.
Explanation of Solution
The given reaction is shown below.
Figure 7
In the above reaction,
The curved arrow mechanim for the given reaction is shown below.
Figure 8
In the above mechanism, the carbonyl carbon of the compound
The curved arrow mechanism of the giveh reaction is shown in Figure 8.
(d)
Interpretation:
The curved arrow mechanism for the given reaction is to be stated.
Concept introduction:
The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer to Problem 19.64AP
The curved arrow mechanism for the given reaction is shown below.
Explanation of Solution
The given reaction is shown below.
Figure 9
In the above reaction, acetaldehyde in the presence of acid catalyst yields a compound paraldehyde.
The curved arrow mechanism for the given reaction is shown below.
Figure 10
In the above mechanism, the acetaldehyde attacks the proton of acid catalyst to yield protonated acetaldehyde. The three moles of protonated acetaldehyde combines with each other to gives a cyclic structure. This cyclic structure on rearrangement gives the required product paraldehyde.
The curved arrow mechanism of the given reaction is shown in Figure 10.
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Chapter 19 Solutions
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
