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Nucleophilic addition can occur with alkynes that bear strong electron-attracting substitu...

Nucleophilic addition can occur with alkynes that bear strong electron-attracting substituents such as CF3 on the triple bond. Predict the product of nucleophilic addition of CH3OD to 3,3,3-trifluoropropyne. The stereochemistry of addition is anti, and the first step in the mechanism is bond formation between CH3O− and one of the carbons of the triple bond.

A.

B.

C.

D.

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