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Which is a stronger base?a. HS? or HO? c. CH3OH or CH3O?

Organic Chemistry | 7th Edition | ISBN: 9781269406772 | Authors: Paula Yurkanis Bruice ISBN: 9781269406772 80

Solution for problem 48P Chapter 2

Organic Chemistry | 7th Edition

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Organic Chemistry | 7th Edition | ISBN: 9781269406772 | Authors: Paula Yurkanis Bruice

Organic Chemistry | 7th Edition

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Problem 48P

Problem 48P

Which is a stronger base?

a. HS− or HO− c. CH3OH or CH3O− e. CH3COO− or CF3COO−

b. CH3O− or  d. Cl− or Br− f. CH3CHClCOO- or CH3CHBrCOO-

Step-by-Step Solution:

Solution:

Here we have to find out which is stronger base among the given molecules.

Step 1

It is known that the relative acidity depends on the following two factors:

1. Atomic size

2.A Stronger base has weaker conjugate acid.

a. HS or HO

Here the bases HS- and HO- are formed from its conjugate acid H2S and H2O. Here H2S is the stronger acid than that of H2O due to the presence of S-atom, which has big atomic size than O-atom.

The conjugate base of the strong acid is less basic, thus HO- is the stronger base than HS-.

Step 2 of 6

Chapter 2, Problem 48P is Solved
Step 3 of 6

Textbook: Organic Chemistry
Edition: 7
Author: Paula Yurkanis Bruice
ISBN: 9781269406772

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Which is a stronger base?a. HS? or HO? c. CH3OH or CH3O?