Solutions_Manual_for_Organic_Chemistry_6th_Ed 296

Solutions_Manual_for_Organic_Chemistry_6th_Ed 296 - 1 3 -35...

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Unformatted text preview: 1 3 -35 continued ( i) C H3 o / II HOOC - CH2- CH2- C O - CH - 8 4.0 02. 3 02 . 3 8 1 0- 1 2 " CH3 U) 01 .3 01 . 1 i /C,,�-�/F=C\ } H H H H ,/ , H I H H 8 1 .3 �� H H / C-C I I' H 04.5 0 1 .7 al lylic 06 . 0 (k) H H 0 7.2 �� H OH b � Y:7( I H H l f (I) & l .4 � � \ -H 8 2. 5 benzyl i c a b c = = = 1 3-36 c a c CH 3 - CH - CH 3 a l lylic and benzylic 04.0 (septet, 1 H) 02 . 5 (broad singlet, 1 H) (rapidly exchanging) 0 1 . 2 (doublet, 6H) 1 3-37 (a) The chemical shift in (b) Coupling constants do not change with field strength: J = 7 H z, regardless of field strength. (c) At 60 MHz, 04.00 = 4 .00 ppm = (4.00 x 1 0-6) x (60 x 1 06 Hz) = 240 Hz The signal is 240 Hz d ownfield from TMS in a 60 MHz s pectrum. At 300 MHz , ( 4.00 x 1 0-6) x (300 x 1 0 6 Hz) = ppm w ould not change: 04.00. 1 200 Hz The signal is 1 200 Hz downfield from TMS in a 300 MHz spectrum. Necessarily , 1 200 Hz i s exactly 5 times 240 Hz b ecause 300 MHz i s exactly 5 times 6 0 MHz. They are directly proportional. 1 3-3 8 H * H H � Ii c b d C H2- CH2- - C - CH3 O R a b c d = = = = 07 . 2-7 . 3 (multiplet, 5H) 04. 3 (tri p let, 2H) 02.9 (triplet, 2H) 02.0 (singlet, 3H) '----y--' a H H 2 89 ...
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