CHEM 2312 Midterm: CHEM 2312 GT Examp3iv
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E3 practice iv: (32 points) circle the letter on the right which corresponds to the answer to each question. 1725 cm-1: a molecular ion peak at m/z of 112, peak at approx. Cc. a phosphonuium ylid (wittig reagent) dd. an alkylmagnesium bromide (grignard reagent) Ff: (30 pts) provide the structure of the major organic product of the following reactions. O: (14 points) provide a neatly drawn and detailed mechanism, including all low energy resonance structures, that accounts for the following reaction (conversion of a hemiacetal to an acetal). [use curved arrows to show the movement of electrons; all structures should be valid lewis structures]. Ch3oh: (24 points) the following transformations cannot be completed in a single step. Provide a sequence of reactions to perform each transformation, showing the reagents and structures of all isolated synthetic intermediates. The synthesis must use the given starting materials; you may also use any other starting materials with 3 or fewer carbon atoms.
