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Solutions_Manual_for_Organic_Chemistry_6th_Ed 250

Solutions_Manual_for_Organic_Chemistry_6th_Ed 250 - 11-32 0...

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Unformatted text preview: 11-32 .. -: 0 : : 0 : ·· Ii i • ii ¡ : O¡S¡ O CH . ¡¢ _ - £ 0=S¢ O Ch3 ¤ ¥¦§ f¨© £ ª 0=S£ O CH3 .¢ ££ 3 ¤• £¥ ¤• i : 0 : :0 ¡ :0 : ¢¢ 11¢33 Proton transfer ( acid¤ base) reactions arE muc¥ Faster t¥an almost any oT¦er reaction. M e§ ¥¨ xID© wª ll act as a B ase and rE«ove a proton fro« ¬ ¥E oxyg En muc¥ Fas¬ Er t¥an «et¦oxide Will acT as a nuc­ eop¥®lE and d¯splacE WatEr° Ch ±Ch2 ²O H + H+ ³´11£34 ( a) oO H µOO CH2Ch3 (B¶ ¸ ¦ErE arE tWo proble«s Wit¦ t¦¯s at¬ emptEd B ¯molEcular dE¥ydR a¬ ion° ¹ irst, all t¦rEe possible Et¦Er comb¯nat¯ons of cyc­ o¥exanol and Et¥anol Would bE producedº S econd» ¥ot sUlfuric ac¯d are ¬ ¥¼ c½ nd®t¯ons For de¥y¾rat¯ng secondary aL co¦ols l¯kE cyc­ o¥Exanol¿ so El¯mÀnat¯on Would comÁ eTe W¯T¦ subst¯tuÂà onº 11¤35 Äa¶ Å ¦at t¥E studEn¬ d¯dÆ N A+ -0Ç H X + ÈsO¢ Ch2Ch3 Ch3 CH2É Ox"" H «¬­ £ ® , h3 C CH2Ch3 sod¯um ÊËÌ ÍÎÏ butox¯de...
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