Benzoic acid (C 6 H 5 COOH) and aniline (C 6 H 5 NH 2 ) are

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Benzoic acid (C6H5COOH) and aniline (C6H5NH2) are both derivatives of benzene. Benzoic acid is an acid with Ka = 6.3 × 10-5 and aniline is a base with Ka = 4.3 × 10-10.

OH H. H Benzoic acid Aniline

(a) What are the conjugate base of benzoic acid and the conjugate acid of aniline?

(b) Anilinium chloride (C6H5NH3Cl) is a strong electrolyte that dissociates into anilinium ions (C6H5NH3+) and chloride ions. Which will be more acidic, a 0.10 M solution of benzoic acid or a 0.10 M solution of anilinium chloride?

(c) What is the value of the equilibrium constant for the following equilibrium?

C6H5COOH(aq) + C6H5NH2(aq) ⇌ C6H5COO-(aq) + C6H5NH3+(aq)

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Chemistry The Central Science

ISBN: 9780321910417

13th Edition

Authors: Theodore E. Brown, H. Eugene LeMay, Bruce E. Bursten, Catherine Murphy, Patrick Woodward, Matthew E. Stoltzfus

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