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Problems and exercisesγ-Alkylation of 1,3-dicarbonyl compounds

Exercise 1

Write the products of acetylacetone (2,4-pentanedione) with: (a) 1 eq. of NaH, then benzyl bromide; (b) 2 eq. of NaNH2 in liquid NH3, benzyl bromide, then H3O+.

Exercise 2

Why does the dianion react at the γ carbon and not at α, the most acidic carbon?

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