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 (-values) are listed next to 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] = 146 m/z Infrared Spectroscopy (not shown): 2988, 1752, 1723, 1221 cm 'H Nuclear Magnetic Resonance. 6H 1H PỂM c Nuclear Magnetic Resonance. 180 160 . 140 120 100 80 60 40 20 PPM

Answer 1

GIvem 6 gixen organic compound Mass OF IR data Indicate presemce Of-CH 2988 Cm shretching freque cm Inaicate presemce ot 1752 &17 23 Carbany c) Sstret ching frequengy Ihdicave o streiching presonce af 1221 cm forequeney H NMR Indicate presemce Of 1G PPm (doublet 3H) CHCH 3-35 PPm quartet, IH) Tndicate presomce of CH-C grup. group Indicate attachad to 3-70 Pemsinglet presenle Oxygen 2-0-C group above data 1e Ls structyre Consltering all 3.35 6(9uarket) 3 752 cm CFoPpm 3.7 8(5ing)et) 6-CH CH 1-0 S (doublet) C NMR: There are four sels Peak at Carbons presomt LToup Of FO Ppm indicate pacsemce of-CO

2 Mass 222 m/z. spectros.cepy IR SPECaScopy 3015 Indicate presemce पापगम्यत H>्- उ० sretching fre quemy 2986 Ihdicae presence on CH OF group CH Fequemiy Thdicate pcsemce of 1767 Cm carbony (c=0) greup HNMR 35 Ppm (biplet 6H) Indicate too -c roup attached forer sence of Gxygem OIC gproups (equivalent) 2.6 (quantet, ) Tndicake presence too equivalenk -C group aftached to to 2 carbanyl goup 2 Sroup Indicale eqvalemt hy drogen benzene ing ie

Page 13 C NMR . carbons presemt carbanyl five different Indicate pesomce of There Sets ame 2 PPYM group carbon 4 benzene ring 14 122 Ppm Ihdicate Of given 37 Considering al is - arganic compound above data Staucture 2-6 (44arter Tas (tiplet) 12Sing ler, H CAII Faur H Of benzene) H (1.358 (tiplet) Ch-C 1767 cm 2 6 (94artet, 4H) 3 172 PPm ( BOth above & below cM COUnt)