Question

Spectroscopy Unknown. The spectra and data provided were obtained from a pure organic molecule.

For 1H NMR Spectra, the integral is given in number of hydrogens (#H) or as a relative ratio. Important coupling constants (J-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.

Unknown number: 1039 Callam/Paul Chemistry 2540 Spectroscopy Unknown - 25 points Information: Each spectra below was obtained from a pure compound Mass Spectrum parent peaks (M) are listed for all examples. R peaks listed are strong is) unless otherwise indicated for signals above 1500 cm W NIMR Spectra, the integral is even in number of hydrogens ) or as a relative ratio Important coupling constants U-values) are listed next to the peaks for some examples. For some spectra, an inset grey box is also given showing a "zoomit" on an important part of the spectrum Mass Spectrometry (not shown): [M] = 74 m/z Infrared Spectroscopy (not shown): 2987, 2943, 2739, 1726, 1723, 1203 cm 'H Nuclear Magnetic Resonance. PPM 2H " Nuclear Magnetic Resonance. 100

Answer 1

From room IR spec. it is evident that there is carbonylic acid (c=0) ~ 1726 cm and 6-O stretch at 1203 cm! There is sp3c-4 stretching around 2987 cm Mass spectrometry shows - 74 m/z According to '4 and "C. a) ~1.3 ppm 34 - t =) It is terminal methyl which has two it in adjacent ccarbon for sc this corresponding carbon (i ha peak in C - CH₂ 17 ppm. 6) The 6 type of proton is quartet as it must have 34 in its , adjacent and side carbon not in its left side carbon . also, he has it hass chemecal shift of 4.3 ppm which implies it has and this structure нь not 40-6 -6 - CH₂ The Ind carbon has a peak in '3c at ~ 60 ppm. (c) The 3rd peak in 't nur is of w-c which is a singlet and has shift at 8.2ppm and the CI (cao) has peak at 160 ppm which is a peak é of o carbon. carboxylic a The structure is : リーレーome -H I