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The following compounds can all react as bases. NaOH (a)

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

Solution for problem 51SP 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 51SP

The following compounds can all react as bases.

NaOH

(a) For each compound, show its conjugate acid. Show any resonance forms if applicable.

(b) Rank the conjugate acids in the order you would predict, from most stable to least stable.

(c) Rank the original compounds in order, from strongest base to weakest base.

Step-by-Step Solution:
Step 1 of 3

Answer :

(a) For each compound, show its conjugate acid. Show any resonance forms if applicable.

 CH3CH2NH2

Ethylamine is an organic compound with the formula CH3CH2NH2. This colourless gas has a strong ammonia-like odor. It is miscible with virtually all solvents and is a nucleophilic base, as is typical for amines. Ethylamine is widely used in chemical industry and organic synthesis.

 The conjugate acid of CH3CH2NH2 is CH3CH2NH3+.

      b)CH3CONH2

Acetamide is found in red beetroot. Acetamide (or acetic acid amide or ethanamide), CH3CONH2, the amide of acetic acid, is a white crystalline solid in pure form.

The conjugate acid of CH3CONH2 is CH3CONH3+.

        c)NaOH

Sodium hydroxide (NaOH), also known as lye and caustic soda, is an inorganic compound. It is a white solid and highly...

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Chapter 1, Problem 51SP is Solved
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Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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The following compounds can all react as bases. NaOH (a)

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