Chapter 14, Problem 72P

A student proposes the transformation below in one step of an organic synthesis. There may be one or more reactants missing from the left-hand side, but there are no products missing from the right-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. • If the student's transformation is possible, then complete the reaction by adding any missing reactants to the left-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + T G OH де OH This transformation can't be done in one step.

Macmillan Leaming Draw the major organic product of the reaction. 1. CH3CH2MgBr 2. H+ - G Select Draw Templates More H о QQ

Draw the condensed structure of 3-hydroxy-2-butanone. Click anywhere to draw the first atom of your structure.