Question

Information: Each spectra below was obtained from a pure compound. Mass Spectrum parent peaks (M) are listed for all examples. IR peaks listed are strong (s) unless otherwise indicated for signals above 1500 cm 'H NMR Spectra, the integral is given in number of hydrogens (#H) or as a relative ratio. Important coupling constants (J-values) are liste the peaks for some examples. For some spectra, an inset (grey box) is also given showing a "zoom-in" on an important part of the spectrum. Mass Spectrometry (not shown): (M) = 150 m/z Infrared Spectroscopy (not shown): 3030, 2990, 2931, 2825, 1701, 1598, 1581, 1460, 1228, 1199 cm 'H Nuclear Magnetic Resonance. mm PPM 2H 3H 2H Pc Nuclear Magnetic Resonance. 200 180 160 140 120 100 80 60 40 20 0 PPM

Answer 1

0 M/2-150 Q IR spectrum . The IR peak at 3030 cmt and faites presence of sp3 cf streaching 1 The IR peak of eggo cmt and seafe presence of sp3 ch streaching i.e. CH2 ( The IR peak of 2goo amt indicates spach spreaching 10 The IR peak at 1700 cm indicates & group The IR peak at 1460 to 1598 cool and scate (=c Aromatic 1 The IR peak at 1221 and 11ggant indicates c-o streaching 'H NMR (3H) the peak at 34ppm's and peate presence of Che next to oxygen . CH-0 (2H) the peak at 4.6 ppm's indicate presence of CH2 9n between carbonyl and oxygen ا ا ر (1) the peak at 7.6 ppm m 3H andicate aromatic protons. the peak at 8.0 ppon in 24 indicate Aromatic protons 6 13C HMR the peak at 58 ppm Indicates presence of CH3 Dext to oxygen (1) The peak at 8 ppm andicates presence of cth Dext to oxygen and comany group (ad the peak of 128, 135, 136 indicates ceannatic carbon By the peak at 198 ppm andrater L carbon

From the above date. The probable sbucure will be to-CH3 Molecular formula - C9 H1002 Molecular weight - 150 IR Data ito _xlgga 116-09 1221 cm+ ((6) 1700unt 1460-1598 cm HMR Data - HAMR soppan 23.4 ppm in 76 THY .6 ppi 8o para BE NMR 58 ppm A 7 1 82 ppio 198 pom 2 18 ppm 126 135