Assign 10-1 - that we recently learned about a new powerful leaving group-O-SO2-G-OTs(tosylate leaving group is the most common With OH-nucleophile

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Assignment 10-1 1 Give an acceptable name for each of the following compounds (Hint: they are all alcohols, and have “ol” endings) A. CH 3 CH 2 CH 2 -OH B. CH 3 -CH-CH CH 3 CH 3 OH C. OH Cl D. CH 3 OH F F E. CH 2 CH CH 2 -CH 2 -CH 2 -OH 2. Indicate whether each of the following alcohols is soluble or insoluble in water. A. CH 3 CH 2 CH 2 -OH B. OH C. OH OH 3. Which compound has the highest normal boiling point? OH O A. B. C. 4. Write down as many reactions as you can (that we have previously studied) that can be used to synthesize an alcohol.
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4. a. Reaction of OH - or H 2 O with suitable alkyl halide or alkylsulfonate ester (recall
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Unformatted text preview: that we recently learned about a new powerful leaving group, -O-SO2-G; ...-OTs (tosylate leaving group) is the most common). With OH-nucleophile ... use 1 o substrate. With H 2 O nucleophile, one can use 1 o or 2 o substrate. b. Acid-catalyzed addition of H 2 O. Disadvantage: rearrangement of carbocation intermediate can occur c. Oxymercuration – demercuration of alkenes d. Hydroboration-oxidation of alkenes. Addition of B-H is concerted, SYN. Replacement of B by OH involves retention of configuration of carbon...
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This note was uploaded on 04/07/2009 for the course CHE 311 taught by Professor Drake during the Fall '08 term at American International.

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Assign 10-1 - that we recently learned about a new powerful leaving group-O-SO2-G-OTs(tosylate leaving group is the most common With OH-nucleophile

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