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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

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.

  1.  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 caustic metallic base and alkali of sodium which is available in pellets, flakes, granules, and as prepared solutions at different concentrations.Sodium hydroxide forms an approximately 50% (by mass) saturated solution with water.

The conjugate acid of NaOH is H2O water .

         

         d)CH3CH2OH

Ethanol, also called alcohol, ethyl alcohol, and drinking alcohol, is the principal type of alcohol found in alcoholic beverages.

The conjugate acid of CH3CH2OH is CH3CH2OH2+.

        e)NaNH2

Sodium amide, commonly called sodamide, is the inorganic compound with the formula NaNH₂. This solid, which is dangerously reactive toward water, is white.

The conjugate acid of NaNH2 is NaNH3+.

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

Step 2 of 3

Chapter 1, Problem 51SP is Solved
Step 3 of 3

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)