Solutions_Manual_for_Organic_Chemistry_6th_Ed 303

Solutions_Manual_for_Organic_Chemistry_6th_Ed 303 - 13-48...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 13-48 This is a challengIng problem, desp¡te the molecule be¡nG relatively small. Mass spectrum: THe molecular ion at 96 SugGestS no Cl, Br, or N. The mole¢ule must have Seven £aR¤o¥s or fewer¦ Infrared spectrum¡ The doM§nant fun¢tIonaL group peak IS at ¨685 ¢M©ª, a ¢Arbonyl that iS ¢onjUgated wI«H C=C (lower waVenuMber than no¬mal, ve¬Y Inte¥se peak). The preSen¢e of an oxygen and a ­olecular io¥ of 96 ®eaD to a fo¯m°®a of ¢6HSO, w±²H three e³eme¥ts of °nsa´°rat¡on, a £¤o and one oµ two ¥¦¥. §arb¨n NMR spEctrum: The six peaks sHow, bY cHe¶caL shiF, one carbonyL carbon (¨96), two a·ke¥e carbons (¸29, ¸¹º»¼ and three aL¡phatic carbo¥s (23, 26¼ 36»¦ BY off-resonance de¢ouplIng ½ultiplI¢¾¿Y¼ tHe groups are: tHree CÀÁ groups, two alkene Ch gro°ps, a¥d carbonY·Â ÃI¥ce tHe structure Has one car¤onY® and onLY two aLke¥e carbons, the third element of unSaturation MuIJ Åe a ring¦ C=O C©Ci Ch2 + Ch2 + Ch2 + Æ Çing...
View Full Document

This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

Ask a homework question - tutors are online