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(a) Rank ethanol, methylamine, and acetic acid in

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 17P Chapter 1

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 17P

(a) Rank ethanol, methylamine, and acetic acid in decreasing order of acidity.

(b) Rank ethanol, methylamine (pKb 3.36), and ethoxide ion (CH3CH2O-) in decreasing order of basicity. In each case, explain your ranking.

Step-by-Step Solution:

Solution 17P :

Step 1:

Acids are chemical agents or substances that release hydrogen ions (H+) into solutions or when added to water. i.e, it is a ion or molecule that donates hydrogen ions or disassociates into hydrogen ions.  

The strength of acids are measured using a pH scale. It is a scale that is used to represent the level of acidity in a solution. A solution with a pH of 7 is neutral, and a solution with a pH below 7 is an acid, and a solution with a pH above 7 is a base. A strong acid will have a strong conjugate base after donation of proton. The pKa value and the conjugate base determines the order of acidity.

Step 2:

Ethanol is a weak acid. It also acts as weak base. It is similar to water. Methylamine is a base and acetic acid is an acid.

The pKa value of ethanol is 15.9 . The pKa value of methylamine is 40 and the pKa value of acetic acid is 4.75. Hence acetic acid is strong acid or more acidic and ethanol is less acidic than acetic acid and methylamine is a least acidic.

        Hence the decreasing order of acids would be :

                        Acetic acid >  ethanol >  methylamine

Step 3 of 3

Chapter 1, Problem 17P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This full solution covers the following key subjects: decreasing, Rank, order, methylamine, ethanol. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Since the solution to 17P from 1 chapter was answered, more than 1186 students have viewed the full step-by-step answer. The answer to “(a) Rank ethanol, methylamine, and acetic acid in decreasing order of acidity.(b) Rank ethanol, methylamine (pKb 3.36), and ethoxide ion (CH3CH2O-) in decreasing order of basicity. In each case, explain your ranking.” is broken down into a number of easy to follow steps, and 32 words. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 17P from chapter: 1 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM.

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