CHEM 2312 Midterm: CHEM 2312 GT Examp4iii

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15 Feb 2019
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E3 practice-ii (answers provided: (32 points) circle the letter on the right which corresponds to the answer to each question. H: only 1, only 2 (iv) which is the weakest nucleophile in polar aprotic solvents, only 3, only 1 and 3, br . M. i (v) which of the following statements is not true regarding reaction of (r)-2-bromobutane with: cl , f . + + h2o: i + ch3 cl ch3 i + cl . Bb. (ch3)3c-br (ch3)3c+ + br (viii) which of the following alkyl halides is most reactive in sn1 reactions? (ch3)2c=chcl. Ff: (25 points) give structures of the major organic product(s) for each of the following reactions. Ho h: (9 points) explain why treatment of tert-butyl methyl ether with cold conc. Hi gives methanol and tert-butyl iodide and not tert-butyl alcohol and methyl iodide: (12 points) suggest syntheses of the following molecules from an appropriate alkyl halide and any other starting materials.

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