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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Sona on April 21, 2017, 12:20:12 AM

Title: beta H acidity
Post by: Sona 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?

Title: Re: beta H acidity
Post by: phth on April 21, 2017, 12:06:02 PM

Fixed Antiparallel orientation with the diketo makes them more acidic.