Grignard reagents add to carbonate esters as they add to other esters. (a) Predict the

Chapter 21, Problem 21-55

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Grignard reagents add to carbonate esters as they add to other esters. (a) Predict the major product of the following reaction. diethyl carbonate CH3CH2 O C O CH2CH3 O (1) excess PhMgBr (2) H3O+ (b) Show how you would synthesize 3-ethylpentan-3-ol using diethyl carbonate and ethyl bromide as your only organic reagents. *(c) Diethyl carbonate is a liquid reagent that is easy to handle. In contrast, phosgene is a highly toxic and corrosive gas. Show how you might use diethyl carbonate instead of phosgene to make Lexan. Also show how you might use diethyl carbonate instead of methyl isocyanate to make Sevin insecticide.

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