CHEM 2312 Midterm: CHEM 2312 GT Examp4ia
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E3 practice-iii (answers not provided: (32 points) circle the letter on the right which corresponds to the answer to each question. Provide the structure of products or reagents for each of the following reactions (a) (s)-2-bromooctane + i. Conversion of 3-methyl-1-butane to 2-methylhexane requires three synthetic steps. Provide reagents and the structure of the two synthetic intermediates in the following scheme synthetic intermediate reagent. Oh reagent synthetic intermediate reagent (b) with reference to structure, explain why the tosylate anion (shown at right) is a much better leaving group in sn2 reactions than the hydroxide anion (ho-). So3 (c) with reference to structure, explain why acetonitrile, ch3cn, is a weaker base than ethylamine, Ch3ch2nh2. (d) a student realizes that protonation of an alcohol makes the -oh into a better leaving group. Therefore, he suggested that reaction of 1-propanol, h2so4 and trimethylamine would provide. N,n,n-trimethyl-n-propylammonium hydrogen sulfate according to the following key mechanistic step.
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