
(a)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation; it reduces alkene’s C=C over ketone’s C=O. Thus, the
Therefore, the product of the given reaction is
The product of the given reaction is predicted using the given reaction conditions.
(b)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the
Catalytic hydrogenation is more favored at a less sterically hindered multiple bond than at a more sterically hindered one.

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction have two sites for catalytic hydrogenation, one C=C bond and another
Catalytic hydrogenation is more favored at a less sterically hindered multiple bond than at a more sterically hindered one.
In the given reaction, the C=C bond is sterically less hindered; therefore the
The product of the given reaction is predicted using given reaction conditions.
(c)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction have two sites for catalytic hydrogenation, two C=C bonds.
Catalytic hydrogenation is more favored at a less sterically hindered multiple bond than at a more sterically hindered one.
In the given reaction, the C=C bond is at bottom is sterically less hindered; therefore the
The product of the given reaction is predicted using the given reaction conditions.
(d)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction has two sites for catalytic hydrogenation, one
The functional groups in alkenes, alkynes, and aldehydes can be selectively reduced over those in ketones, nitriles, and amides. Thus, the
Therefore, the product of the given reaction is
The product of the given reaction is predicted using the given reaction conditions.
(e)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction has two sites for catalytic hydrogenation, one C=C bond and another the nitrile group.
The functional group ketones can be selectively reduced over nitriles. Thus, the
Therefore, the product of the given reaction is
The product of the given reaction is predicted using the given reaction conditions.
(f)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction has two sites for catalytic hydrogenation, one C=C bond and another the aldehyde group.
Aldehydes and alkenes have similar reactivity toward catalytic hydrogenation, but the aldehyde group in the above substrate is less sterically hindered; thus
Therefore, the product of the given reaction is
The product of the given reaction is predicted using the given reaction conditions.
(g)
Interpretation:
The product of the given reaction is to be predicted, considering one molar equivalent of
Concept introduction:
The C=C functional group of an alkene or the

Answer to Problem 19.54P
The product of the given reaction is
Explanation of Solution
The given reaction is
The given reaction condition correlates to catalytic hydrogenation. The substrate in the given reaction has two sites for catalytic hydrogenation, one
The functional groups in alkenes, alkynes, and aldehydes can be selectively reduced over those in ketones, nitriles, and amides. Thus, the
Therefore, the product of the given reaction is
The product of the given reaction is predicted using the given reaction conditions.
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Chapter 19 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
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