Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
bartleby

Concept explainers

Question
Book Icon
Chapter 22.5, Problem 7P
Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH3CH2CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH3CH2CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH3)3CCOCH3 are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH3)3CCOCH3.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH3COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH3COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH3CH2CH2CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH3CH2CH2CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH3CON(CH3)2 are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH3CON(CH3)2.

Blurred answer
Students have asked these similar questions
Frenkel and Schottky are intrinsic or extrinsic defects, point or linear defects.
Select the correct option:a) Frenkel and Schottky defects are linear crystal defects.b) Schottky defects involve atomic motions in a crystal lattice.c) Frenkel defects are vacancies in a crystal lattice.d) None of the above is correct.
The most common frequency in organic chemistry is the Select one: Oa. carbon-oxygen single bond Ob. None of the above Oc. carbon-carbon double bond Od. carbon-carbon single bond

Chapter 22 Solutions

Organic Chemistry

Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning