Solutions_Manual_for_Organic_Chemistry_6th_Ed 279

Solutions_Manual_for_Organic_Chemistry_6th_Ed 279 - 1 3 -3...

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Unformatted text preview: 1 3 -3 ( a) c b a CH3CH2CH2Cl () b CH3CHCH3 Cl I b ab ( c) three types of H 1 3 -4 ( a) � H c d four types of H N ote: N MR spectra drawn in thisS olutions M anual w ill repre ent peaks as single lines T hese lines s . may not look like "real" peaks,b ut thi a oid the problem ofv a iation a ong spectrometers and sv s r m printers. I ndi idual spectra may look different from the ones presented here,b ut all of the i mpo tant v r information willb e contained in the e representational spectra s . 1 3 -5 * : a 3 h CH3-C-CH2CH3 a �H3 b CH3 a c ( d) b H H two types of H I t H a t hree types of H c fv e types i H c ( b) T he three type of aromatic hydrogens appear in a relati elys mall s v s pace around () 72 . The signal s complexb ecause all the peaks from . i the three type of hydrogen o erlap s sv . H3C - C - O - C - CH 2 - C - CH3 CH3 c CH3 c I I a II a a II b 9H 12 3H � � * H a � C3 � h Br H d of H c 2H -.J 10 I 9 I 8 I 7 I 6 I 8 ( ppm) 5 I � 2 I / TMS 4 I 3 I I o I I 1 3 - 6 T he three spectra are identified with their st uctures. D ata are gi en as che ical shiftv alues, with the r v m integration ratio of each peak gi en in parentheses. s v S pectrum (a) S pectrum ( ) b b a a OH H H a = cS 2. 4 ( 1 ) ( 1 H) C a I CH3 - C - C::C - H b = cS 2. 6 ( 1 ) ( 1 H) a = cS 6 (2 ) (4H) .8 I c = I) 1 . 5 (6) (6H) .7 b = cS 3 (3 ) (6H) c ,o OC J CH3 c � S pect m (c) ru CH3-� - CH2Br b * H a H � a CH3 I b a a= b= I) 3 . 9 cS 9 Br . ( 1 ) (2 H ) (Thisi s the compound in Problem 1 3-2 ( f) You o 1. ( 3) ( 6H) may wish to check your answer to that questi n again t the spectrum ) s . 272 ...
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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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