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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr
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(a) Hydrogen peroxide (HOOH) has a pKa of 11.6, making it

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Problem 42SP

(a) Hydrogen peroxide (HOOH) has a pKa of 11.6, making it roughly 10,000 times as strong an acid as water (pKa = 15.7 ). Explain why H2O2 is a stronger acid than H2O.

(b) In contrast to part (a), peroxyacetic acid (pKa = 8.2 ) is a much weaker acid than acetic acid (pKa= 4.74). Explain why peroxyacetic acid is a weaker acid than acetic acid.

(c) Peroxyacetic acid ( bp = 105oC) has a lower boiling point than acetic acid ( bp = 118oC), even though peroxyacetic acid has a higher molecular weight. Explain why peroxyacetic acid is more volatile than acetic acid.

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QUESTION:

Problem 42SP

(a) Hydrogen peroxide (HOOH) has a pKa of 11.6, making it roughly 10,000 times as strong an acid as water (pKa = 15.7 ). Explain why H2O2 is a stronger acid than H2O.

(b) In contrast to part (a), peroxyacetic acid (pKa = 8.2 ) is a much weaker acid than acetic acid (pKa= 4.74). Explain why peroxyacetic acid is a weaker acid than acetic acid.

(c) Peroxyacetic acid ( bp = 105oC) has a lower boiling point than acetic acid ( bp = 118oC), even though peroxyacetic acid has a higher molecular weight. Explain why peroxyacetic acid is more volatile than acetic acid.

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Solution 42SP

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