November 21, 2024, 07:41:54 AM
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Topic: beta H acidity  (Read 1636 times)

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Offline Sona

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beta H acidity
« on: April 21, 2017, 12:20:12 AM »
A cyclic diketone compound shows higher beta H acidity than the acyclic one. What is the reason for this?
As a ring is more rigid than an open chain, hence H s are fixed at a certain spatial position while due to the probability changinf conformation in open chain causes Hs less available.
Can this be explained like this?

Offline phth

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Re: beta H acidity
« Reply #1 on: April 21, 2017, 12:06:02 PM »
Fixed Antiparallel orientation with the diketo makes them more acidic.

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