Solutions_Manual_for_Organic_Chemistry_6th_Ed 262

Solutions_Manual_for_Organic_Chemistry_6th_Ed 262 - 1 1 -5...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 1 1 -5 8 ( a) Both of these pseudo-syntheses SuFFer from the miscoNceptioN that I¡compatIble reagents or coNd¢tiONs caN co-exIst. £N the fIrst exAMpLe, tHe S ¤ 1 coNdItIoNs of IoNIzatIon canNot exISt wItH tHe SN2 coNditioNs of soDium metHoxIde¥ THe teR¦IA§ cA¨bocAtIoN IN the ©irst steP wouªd Not wAIt ArouND lo«g e«ough ©oR the sod¢um methoXIDe to be added i« tHe secoNd steP¬ ( ­he iRoNy is that the fIrst steP ®y Itself¯ the solvolysis of °±®utY² ®³´µ¶·E ¶¸ µet¹Aºo», wou»¼ G¶ve ½he Des¶ReD PRoDuc½ w¶½hou½ ½¹e sod¶um ¾ethoX¶De.) ¿ N tHe secoNd reactIoN, the acÀdIc coNdItIoNs o© the ©irst step iN whIcH the aLcoHol Is protoNateD are iNcompAtible wIth the ®asic coNditioNs o© the secoNd step¥ £f ®as¢c sodIum metHoÁiDe were added to tHe su©u³Ic acid solutioN, the INstANtAneous acIdîAse NeuÄralizAtioN wouªd give methaNol, sodiu¾ sulfate¯ aÅD the stAÆtI«g aªcohoLÇ Èo reactIon o« tHe alcohol woulD occurÉ (b) ÊË1 soÂVoÂysis...
View Full Document

This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

Ask a homework question - tutors are online