Answered: Explain why the pKa of a hydrogen…

Explain why the pKa of a hydrogen bonded to the sp3 carbon of propene is greater (pKa = 42) than that of any of the carbon acids but is less than the pKa of an alkane (pKa > 60).

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter6: Reactions Of Alkenes

Section: Chapter Questions

Problem 6.31P: When 2-pentene is treated with Cl2 in methanol, three products are formed. Account for the formation...

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Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

Question

Explain why the pK_a of a hydrogen bonded to the sp³ carbon of propene is greater (pK_a = 42) than that of any of the carbon acids but is less than the pK_a of an alkane (pK_a > 60).

Definition Definition Simplest organic compounds that contain only single bonds between carbon – carbon atoms and carbon – hydrogen bonds. This means they are a series of saturated compounds with a general molecular formula, C n H 2n+2 .

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