Logout Open In App
Open In App
Warning: foreach() argument must be of type array|object, bool given in /var/www/html/web/app/themes/studypress-core-theme/template-parts/header/mobile-offcanvas.php on line 20

Chapter 2: Q21P (page 121)

Choose the more acidic member of each pair of isomers, and show why the acid you chose is more acidic.

(a)

Short Answer

Expert verified

The more acidic among the given pair is

Step by step solution

01

Step 1

The acidic strength of the compound is depending upon the stability of its conjugate base.

02

Step 2

Here among the given pair the compound on left is more acidic as deprotonation gives resonance stabilized anion. The resulting anion has delocalization of the negative charge on the carbonyl group.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Rank the following acids in decreasing order of their acid strength. In each case, explain why the previous compound should be a stronger acid than the one that follows it.

Predict the products of the following acid-base reactions.

(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

The following compound can become protonated on any of the three nitrogen atoms. One of these nitrogens is much more basic than the others, however.

  1. Draw the important resonance forms of the products of protonation on each of the three nitrogen atoms.
  2. Determine which nitrogen atom is the most basic.

Consider the type of orbitals involved, and rank the following nitrogen compounds in order of decreasing basicity. Give the structure of their conjugate acids; and estimate their pKas from similar compounds in Appendix 4. Rank the conjugate acids in order of increasing acidity. (Hint: These two orders should be the same!)

Question: Each of these compounds can react as a nucleophile. In each case, use curved arrows to show how the nucleophile would react with the strong electrophile, Bf3.

(a)

(b)

(c)

(d)

(CH3)3N

(e)

CH3CH2OH

(f)

(CH3)2S
See all solutions

Recommended explanations on Chemistry Textbooks

Physical Chemistry

Read Explanation

Chemical Reactions

Read Explanation

The Earths Atmosphere

Read Explanation

Kinetics

Read Explanation

Organic Chemistry

Read Explanation

Making Measurements

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free