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The following compounds can all react as acids. (a) For

Chapter 1, Problem 50SP

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QUESTION:

The following compounds can all react as acids.

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

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

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

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QUESTION:

The following compounds can all react as acids.

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

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

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

ANSWER:

Answer :

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

Step 1

Conjugate base of CH3COOH:

Acetic acid (CH3COOH) is a weak acid. In water it loses its acidic hydrogen to the water molecule as H+ ion. The acetate ion (CH3COO-) thus formed is the conjugate base of acetic acid.

The resonance structure of acetate ion :

tImage result for acetate ion resonance structures

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