(a) The pK_a of 2-nitropropane is 10. Give the structure of its conjugate base, and suggest reason(s) why 2-nitropropane has a particularly acidic C—H bond.

(b) When the conjugate base of 2-nitropropane is protonated, an isomer of 2-nitropropane is formed, which, on standing, is slowly converted into 2-nitropropane itself. Give the structure of this isomer.

(c) What product forms when 2-nitropropane reacts with ethyl acrylate (H₂C=CH—CO₂Et) in the presence of NaOEt in EtOH?

Transcribed Image Text:

(CH3)2CH-N Ö: :0:- 2-nitropropane