As we have seen in this chapter, carbon-carbon double
Chapter 6, Problem 6.52(choose chapter or problem)
As we have seen in this chapter, carbon-carbon double bonds are electron-rich regions and are attacked by electrophiles (for example, HBr); they are not attacked by nucleophiles (for example, diethylamine). electrophilic addition HBr 1 Br Et2NH 1 Diethylamine (a nucleophile) No reaction (a racemic mixture) However, when the carbon-carbon double bond has a carbonyl group adjacent to it, the double bond reacts readily with nucleophiles by nucleophilic addition (Section 19.8). O Et2NH 1 Diethylamine (a nucleophile) O Et2N nucleophilic addition Account for the fact that nucleophiles add to a carbon-carbon double bond adjacent to a carbonyl group, and account for the regiochemistry of the reaction.
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