Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
Book Icon
Chapter 17.19, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon.  That is a nucleophile can be add either to β- carbon or carbonyl carbon.  Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible.  When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon.  That is a nucleophile can be add either to β- carbon or carbonyl carbon.  Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible.  When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon.  That is a nucleophile can be add either to β- carbon or carbonyl carbon.  Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible.  When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon.  That is a nucleophile can be add either to β- carbon or carbonyl carbon.  Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible.  When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Blurred answer
Students have asked these similar questions
2. Make an ice cube at 1 bar pressure by freezing an amount of liquid water that is 2 cm x 2 cm x 2 cm in volume. The density of liquid water at 0 °C is 1.000 g cm³ and the density of ice at 0 °C is 0.915 g cm³. Note that this difference in density is the reason your water pipes burst if they freeze and why you shouldn't forget to take your bottle of pop out of the freezer if you put it in there to try and cool it down faster. A. What is the work of expansion upon freezing? B. Is work done on the system or by the system?
I have a excitation/emission spectra of a quinine standard solution here, and I'm having trouble interpreting it. the red line is emission the blue line is excitation. i'm having trouble interpreting properly. just want to know if there is any evidence of raman or rayleigh peaks in the spectra.
Give the major product of the following reaction. excess 1. OH, H₂O 1.OH H CH3CH2CH21 H 2. A.-H₂O Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default.

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
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning