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Topic: Acidity of hydrogens  (Read 3304 times)

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Offline gingi85

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Acidity of hydrogens
« on: December 15, 2007, 12:34:27 PM »
What determines how acidic a hydrogen in a hydrocarbon is? I presume the terminal carbons will have the most acidic hydrogens because of the stabilization of the carboanion. Also, will a carboanion in an allylic postion have the same stability because of resonance as a carbocation?

Offline mylkoa

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Re: Acidity of hydrogens
« Reply #1 on: December 15, 2007, 04:51:27 PM »
What determines how acidic a hydrogen in a hydrocarbon is?

Hello Gingi85,

My chem book gives a great explanation, but I don't have time to retype it here. But here are some keywords for you to look up in a book:

"The Effect Of Hybridization on acidity"
"Relative Acidity Of Hydrocarbons"
"Relative Basicity Of The Carbanions"
"Inductive Affects"
"The Acidity Of Carboxylic Acids... An Explanation Based On Resonance"

Sorry I can't write out a fuller reply, but I hope some of these search terms help. This seems like a topic that is well discussed in existing literature. I would look in the Index or Table Of Contents to find the pages you want... or try Google.

I use Soloms & Fryhle 7th edition, and chapter 3 covers this topic in depth.

Good Luck,
Andy

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