Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
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Chapter 17.9, Problem 27P

(a)

Interpretation Introduction

Interpretation:

The product of the given reaction has to be predicted.

Concept introduction:

Lithium aluminium hydride (LiAlH4) and sodium borohydride (NaBH4) are hydride ion donors and act as reducing agents.  Lithium aluminium hydride is a strong reducing agent and it reduces aldehyde, ketone, esters carboxylic acid and amides.  Sodium borohydride, on the other hand, is weak reducing agent compared to the LiAlH4 thus reduces selectively aldehyde and ketone into primary and secondary alcohols respectively.

Carbon-carbon double and triple bond can be reduced via catalytic hydrogenation in presence of palladium metal.  The hydrogen atom can be added across the multiple bonds and thus can be reduced.  Aldehyde and ketones cannot be reduced by catalytic hydrogenation in presence of palladium metal.

(b)

Interpretation Introduction

Interpretation:

The product of the given reaction has to be predicted.

Concept introduction:

Lithium aluminium hydride (LiAlH4) and sodium borohydride (NaBH4) are hydride ion donors and act as reducing agents.  Lithium aluminium hydride is a strong reducing agent and it reduces aldehyde, ketone, esters carboxylic acid and amides.  Sodium borohydride, on the other hand, is weak reducing agent compared to the LiAlH4 thus reduces selectively aldehyde and ketone into primary and secondary alcohols respectively.

Carbon-carbon double and triple bond can be reduced via catalytic hydrogenation in presence of palladium metal.  The hydrogen atom can be added across the multiple bonds and thus can be reduced.  Aldehyde and ketones cannot be reduced by catalytic hydrogenation in presence of palladium metal.

(c)

Interpretation Introduction

Interpretation:

The product of the given reaction has to be predicted.

Concept introduction:

Lithium aluminium hydride (LiAlH4) and sodium borohydride (NaBH4) are hydride ion donors and act as reducing agents.  Lithium aluminium hydride is a strong reducing agent and it reduces aldehyde, ketone, esters carboxylic acid and amides.  Sodium borohydride, on the other hand, is weak reducing agent compared to the LiAlH4 thus reduces selectively aldehyde and ketone into primary and secondary alcohols respectively.

Carbon-carbon double and triple bond can be reduced via catalytic hydrogenation in presence of palladium metal.  The hydrogen atom can be added across the multiple bonds and thus can be reduced.  Aldehyde and ketones cannot be reduced by catalytic hydrogenation in presence of palladium metal.

(d)

Interpretation Introduction

Interpretation:

The product of the given reaction has to be predicted.

Concept introduction:

Lithium aluminium hydride (LiAlH4) and sodium borohydride (NaBH4) are hydride ion donors and act as reducing agents. Lithium aluminium hydride is a strong reducing agent and it reduces aldehyde, ketone, esters carboxylic acid and amides.  Sodium borohydride, on the other hand, is weak reducing agent compared to the LiAlH4 thus reduces selectively aldehyde and ketone into primary and secondary alcohols respectively.

Carbon-carbon double and triple bond can be reduced via catalytic hydrogenation in presence of palladium metal.  The hydrogen atom can be added across the multiple bonds and thus can be reduced.  Aldehyde and ketones cannot be reduced by catalytic hydrogenation in presence of palladium metal.

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Chapter 17 Solutions

Organic Chemistry

Ch. 17.4 - Show how the following compounds can be...Ch. 17.5 - Prob. 13PCh. 17.5 - Prob. 14PCh. 17.6 - In the mechanism for cyanohydrin formation, why is...Ch. 17.6 - Prob. 16PCh. 17.6 - Prob. 17PCh. 17.6 - Show two ways to convert an alkyl halide into a...Ch. 17.7 - Prob. 20PCh. 17.7 - Prob. 21PCh. 17.7 - Prob. 22PCh. 17.7 - Prob. 23PCh. 17.8 - Prob. 24PCh. 17.9 - What reducing agents should be used to obtain the...Ch. 17.9 - Prob. 26PCh. 17.9 - Prob. 27PCh. 17.10 - Prob. 28PCh. 17.10 - Prob. 29PCh. 17.10 - Prob. 30PCh. 17.10 - The pKa of protonated acetone is about 7.5. and...Ch. 17.10 - Prob. 32PCh. 17.10 - Prob. 33PCh. 17.10 - Prob. 34PCh. 17.10 - Excess ammonia must be used when a primary amine...Ch. 17.10 - The compounds commonly known as amino acids are...Ch. 17.11 - Hydration of an aldehyde is also catalyzed by...Ch. 17.11 - Which ketone forms the most hydrate in an aqueous...Ch. 17.11 - When trichloroacetaldehyde is dissolved in water,...Ch. 17.12 - Which of the following are a. hermiacetals? b....Ch. 17.12 - Prob. 41PCh. 17.12 - Explain why an acetal can be isolated but most...Ch. 17.13 - Prob. 43PCh. 17.13 - Prob. 44PCh. 17.13 - What products would be formed from the proceedings...Ch. 17.13 - a. In a six-step synthesis, what is the yield of...Ch. 17.13 - Show how each of the following compounds could be...Ch. 17.15 - Prob. 48PCh. 17.17 - Prob. 50PCh. 17.18 - Prob. 51PCh. 17.19 - Prob. 52PCh. 17 - Draw the structure for each of the following: a....Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - a. Show the reagents required to form the primary...Ch. 17 - Prob. 57PCh. 17 - Using cyclohexanone as the starting material,...Ch. 17 - Prob. 59PCh. 17 - 60. Show how each of the following compounds could...Ch. 17 - Fill in the boxes:Ch. 17 - Prob. 62PCh. 17 - Identify A through O:Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Prob. 66PCh. 17 - How many signals would the product of the...Ch. 17 - Prob. 68PCh. 17 - Prob. 69PCh. 17 - Prob. 70PCh. 17 - Prob. 71PCh. 17 - Prob. 72PCh. 17 - Prob. 73PCh. 17 - Prob. 74PCh. 17 - Prob. 75PCh. 17 - Prob. 76PCh. 17 - Prob. 77PCh. 17 - A compound gives the following IR spectrum. Upon...Ch. 17 - a. Propose a mechanism for the following reaction:...Ch. 17 - Prob. 80PCh. 17 - Prob. 81PCh. 17 - Prob. 82PCh. 17 - Prob. 83PCh. 17 - Prob. 84PCh. 17 - In the presence of an acid catalyst, acetaldehyde...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - A compound reacts with methylmagnesium bromide...Ch. 17 - Show how each of the following compounds can be...Ch. 17 - Prob. 91PCh. 17 - Prob. 92PCh. 17 - The pKa values of the carboxylic acid groups of...Ch. 17 - The Baylis-Hillman reaction is a DABCO...Ch. 17 - Prob. 95PCh. 17 - Prob. 96P
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