Solutions_Manual_for_Organic_Chemistry_6th_Ed 445

Solutions_Manual_for_Organic_Chemistry_6th_Ed 445 - CH and...

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19-8 A compound with forMula C4H"N has no elements of unSaturation. The prOtON NMR shOws FIve Lypes of H, with tHe NH2 AppearIng as a broad peak at 8 l.15, meaning that t±ere are FOUr d²Fferent groUPs of Hydrogens on the four carbons³ The carbon NMr also shows fOur CarbOns, sO there Is NO sYMMetrY in tH´µ Structure; tHAt iS, ´t dOes not contAin a ¶-butyl grOup or an isopropY· groUP³ ¸He m¹lt´pºet fARthest down»´eld is ¼ Ch desh´elded bY tHe n´trOgen½ ´ntegratIon shOws It tO be One h. T¾ere ´µ a ±h multiplet at 8 L±35² the broAd Nh2 peak at 8 1±³5´ 3H doub·et at 8 l±05, and a tr¿P·et at ±0.²0³ Àhe ÁÂÃÃer Äwo s´gnÅls must repreµenà meþyÆ groupS next to Ç CH and A CH2 respectIVelyÈ Éo »Çr: I -C² H ³C´Cµ¶ h ¸he pieces showN Above have one Carbon too manyÊ sO tHere mUst be one carboN t±at IS dUP·ICatedË t±e only possIBle one ´s the
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Unformatted text preview: CH· and the structure revealS ItselFÌ µ9-µ0 (a) 80¶·0 8 2 ± 8 (multiplet) (triplet) h ¸ / H¶C´C ¹C ´Ch 8 ¸±05 (dOubletÍ i 3 8 l¶¹5 ± nhº (Mult´PletÎ "-± 8 L¶µ5 Ïsinglet) (bÍ 4L±0 ² cH¶ cH¶ch» ¼N ½cH2c³¶ (c) 44.7 + 0 ±² 5µ¶³ cH¶cH2´cH ³2¶4 (an older printIng of the text used v±lues oF 1².8,47³5, ±nd 58´2µ The v±lues shown heRe ±Re t±ken from spectrum¶) t 7±9 º0l±· (d) º5±» c³¶c¾2cH2OH 10.0 6¹¼6 [h)C+;¿ÀÁÂÃÄ1CH»Chf iChÅÆCh»¼tÇÈH2 ÉChÊÆCH2ËÌ=C³2} MÐz 87 j . mz 5» CH¶CH2 MasS ½· • ÍHÎ mass 15 ÏcÑ ÒHe frÂgMenüt´on ´n (AÎ occurs more often tHAn ÄHe one ´n ÓbÎ becAuse of Stabil´ty oF the radiCals Produced Ô along with the iMInium ionSÕ EtHyl ÖadIcAl ´S mucH more Stable than met±yl radiCalÊ So pathwaY ×ØÙ ·S preferRed´ 44µ...
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