Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question

Which of the following bases are strong enough to deprotonate CH3CH2CH2C≡CH (pKa = 25) so that equilibrium favors the products:

NaC
≡
N
  
NaH
  
CF3COONa
  
CH3Li
  
CH3ONa
  
NaNH2
Expert Solution
Check Mark
Step 1

Given:

  pKa value of (CH3CH2CH2C≡CH) is 25 .

To find the bases to deprotonates the alkyne.

 

Explanation:

The base contains pKa value higher than 25 will only can deprotonate the alkyne. Then only the equilibrium favours the product.

So, first to determine the conjugate acid of the given bases and its pKa value.

Pka value of conjugate acids is higher than 25 is needed to deprotonate the alkyne.

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