0243Pb45anp1-09

0243Pb45anp1-09 - Both water and methyl alcohol; capture...

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CH 3 C I CH 3 H 3 C CH 3 C I CH 3 H 3 C H 2 O NaCN KSH NaBr H 2 O CH 3 C OH CH 3 H 3 C A CH 3 OH CH 3 CH 3 Br H 2 O F G CH 3 C I CH 3 H 3 C CH 3 C CH 3 H 3 C CH 3 CH 3 OH CH 3 CH 3 OH CH 3 C OH CH 3 H 3 C CH 3 C CN CH 3 H 3 C A B CH 3 CH 3 CH 3 C CH 3 H 3 C O H R CH 3 C SH CH 3 H 3 C C E CH 3 C OCH 3 CH 3 H 3 C CH 3 C CH 3 H 3 C CH 3 CH 3 CH 3 C Br CH 3 H 3 C D A Answers to Problem 45, Chemistry 0243 - 2009, p1 (a) (b) (c) each available nucleophile captures the intermediate carbocation:
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Unformatted text preview: Both water and methyl alcohol; capture the tertiary carbocation. Note the two-step mechanism here and in A above. ROH (R = OH or OCH 3 ) and/or E note: two steps here!...
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