Solutions_Manual_for_Organic_Chemistry_6th_Ed 359

Solutions_Manual_for_Organic_Chemistry_6th_Ed 359 - 1 6-32...

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Unformatted text preview: 1 6-32 (a) (b) aromatic6 11: e lectrons H 0 U H H nonaromatic A H H H aromatic6 11: e lec trons H o N H I a nti aromatic4 11: e lectrons nonaromatic H C o o (c) n onaromatic 0 N N a romatic6 11: e lectrons o C 1- a nti aromatic4 11: e lectrons o N I 1+ aromatic6 11: e lectrons o N aromatic2 11: e lectrons H . . antJaromatlc4 11: e lectrons o B H I nonaromatic o +"N' H (B is Sp 2 but donates no e lectrons to the 11: s ystem) (d) [) aromatic6 11: e lectrons o aromatic6 11: e lectrons H n onaromatic (e) n onaromatic 0 °° 0 (::] o 0 o H a romatic6 11: e lectrons o o + N I 0 (00] o +c I -c I H 2 if oxygen is sp => a nti aromatic (8 11: e lectrons ) ; if oxygen is sp3 => n onaromatic => H aromatic6 11: e lectrons (t) aromatic6 11: e lectrons n ot aromatic in either case � NH -N/' oo H +\ I ( g) ill W aromatic6 11: e lectrons nonaromatic H antiaromatic12 11: e lectrons aromatic10 11: e lectrons 353 this i s a tough call-it h as 10 11: electrons s o c ould be aromatic , but internal H's might force it out of planarity it ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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