(a) Using the pKa values of the hydrocarbons and ammonia, estimate the equilibrium constant for (1) the...

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(a) Using the pKa values of the hydrocarbons and ammonia, estimate the equilibrium constant for (1) the reaction in Eq. 14.22 and (2) the analogous reaction of an alkane with amide ion.

Eq. 14.22

(a) Using the pKa values of the hydrocarbons and ammonia,

(b) Use your calculation to explain why sodium amide cannot be used to form alkyl anions from alkanes.

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