Which of the following bases are strong enough to deprotonate CH3CH2CH2C≡CH (pKa = 25) so that equilibrium favors the products: (a) H2O; (b) NaOH; (c) NaNH2; (d) NH3; (e) NaH; (f) CH3Li?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
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Which of the following bases are strong enough to deprotonate CH3CH2CH2C≡CH (pKa = 25) so that equilibrium favors the products: (a) H2O; (b) NaOH; (c) NaNH2; (d) NH3; (e) NaH; (f) CH3Li? 

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