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Dolbier HW Solutions 305 - 399 ALCOHOLS DIOLS AND...

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ALCOHOLS, DIOLS, AND THIOLS 399 ( a ) Only 1 ( d ) A 1:1 mixture of 2 and 3. ( b ) Only 2 ( e ) A 1:1:1 mixture of 1, 2, and 3. ( c ) Only 3 B-11. Which reaction is the best method for preparing ( R )-2-butanol? ( a ) ( b ) ( c ) ( d ) ( e ) None of these would be effective. B-12. An organic compound B is formed by the reaction of ethylmagnesium iodide (CH 3 CH 2 MgI) with a substance A, followed by treatment with dilute aqueous acid. Compound B does not react with PCC or PDC in dichloromethane. Which of the following is a possible candidate for A? ( a ) ( d ) ( b ) ( e ) None of these ( c ) B-13. Which alcohol of molecular formula C 5 H 12 O has the fewest signals in its 13 C NMR spectrum? ( a ) 1-Pentanol ( d ) 3-Methyl-2-butanol ( b ) 2-Pentanol ( e ) 2,2-Dimethyl-1-propanol
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