Solutions_Manual_for_Organic_Chemistry_6th_Ed 239

Solutions_Manual_for_Organic_Chemistry_6th_Ed 239 - (d N 3...

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11-9 From this probleM on, "Ts" wilL refer to the "tosyl" or "P-tolueneSuLfonyl" group: ± TS -±²CH3 o CH3 I ch3 I (a) cH3cH2 ³ OTS + KO ³ C´Ch I 3 cH3Ch20 ³ C - ch3 I + K OT s CH3 cH3 (E2 is aLsO pOssIbLe WiTh This hindered base; the prOduc± ²OuLd be ethylene, cµ2=CH2¶ (b) ·OT¸ + NA I ± I + NaOTS TSO H H + NaCN ² ± + NaOtS ³nverSiOn´µN¶ (c· " R S + ³ c t, C H3 0T¹ Nº2 excess 6 + + N » OT¼
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Unformatted text preview: (d· N 3 NH3 . . ± ³ OT s (e· + Na½ :c¾cH ± ± ² 10 ¸a· ¿ OH ¹sº» ´ OT s . ¼YRid³½e (b· À OH TSCi Á OTS • py¾idine (c·  OH TScà ÄOTS . py¿dine (d· Å OH TScÆ Ç OTS • pyRidine 1 1 - 1 1 -± ÈcÉcH + NaOtS NaBr Br • excess nH3 N 2 • NaOcH2CH3 Ê O Ë.Ì • kCn Í CN • (a) Q TsCl CH20H -dµ " ¼YÀ Áe qCh20T¹ o OR ÎCH2ÏÐÑÒÓÔ1 o 232...
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