Question

Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either from an ester and two moles of a Grignard reagent, or from a ketone and one mole of a Grignard reagent. Use retrosynthetic analysis to suggest one path of each type to synthesize 3-methyl-3-pentanol. (Click and drag the appropriate image to the correct position in the following reactions.)

Answer 1

Answer 2

Answer 3

For esters you want an R group to be an ethyl group and for grignard you want a phenyl group attached to MgBr and you want two moles of it

The reaction is

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For the ketone you want the same thing. You want the R group to be an ethyl group and the grignard should be the same as the one above. You have

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Hope this helped