Solutions_Manual_for_Organic_Chemistry_6th_Ed 281

Solutions_Manual_for_Organic_Chemistry_6th_Ed 281 - o 1 3-7...

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Unformatted text preview: o 1 3-7 c ntinued (d) l! cb C H3CH20 4H A ll four aromatic p rotons are equivalent . * aH H a b e O CH2CH3 � � Ii 6H aH H a T MS 12 4H I T 10 9 8 I 7 I I 6 8 ( ppm) I 5 4 I II I 3 12 4H I I I 2 1 I � o ( e) c a 0 II b b 0 II a c l! 6H 4H T MS C H3CH20 - C - CH2CH2 - C - OCH2CH3 b rv N o splitting is o se ed when chemically r r equivalent h yd ogens a e adjacent to each b bv r r othe , as with hyd ogens " " a o e. I 10 1 3-8 ( aJ 5 2.4 H2 \ ? 8 1 . 8 H2C H 3C '( 8 1 .2 r T he signals at 1 . 8 and 2 .4 a e t r ipletsb ecause each seto f bo o ro p tons has tw neigh ring ro hyd gens. T he N + 1 r ule t r rr co ectly p edicts each o b e a triplet. ): 0 9 I I I T 8 7 6 8 ( ppm) T 5 4 I II I 3 I I I T 2 o I H 8 5.8 ( b) o 8 1 . 5 H2C I 8 1 .65 H2C , H 8 6 .7 CH3 J C H2 H 8 6. 2 CH3 8 1 .7 a llylic 8 2. 1 a llylic ro r T he th ee C H2 g ups canb e distinguishedb y chemical shift andb y splitting. T he a l l y l i c CH2 w il l be thefarthest downfield o t r o f the th ee, at 2 . 1 . T he signal at 1 . 5 i s a r iplet, s that mustb e o ro bor o the one witho nly tw neigh ing p ot ns. T he C H2 s h w ing the multiplet at 1 .65 m ustb e theo neb etween theo ther two r C H2 g oups. 274 ...
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