Compound 8 is a volatile liquid (bp = 79.6 ˚C) with the chemical formula: C4H8O. Using this information, as well
as the spectral data provided below, determine its structure.
Mass Spectrum
IR Spectrum
1
H NMR Spectrum (numbers above signals represent relative peak integration)
C Spectral Data: Chemical shifts (δ, ppm): 207.1, 36.1, 24.5, 7.3
13
Proposed Structure:
Compound 22 is a neutral, high-boiling liquid made up of carbon, hydrogen and oxygen atoms. Using this
information, as well as the spectral data provided below, determine its structure.
Mass Spectrum
IR Spectrum
1
H NMR Spectrum (numbers above signals represent relative peak integration)
C Spectral Data: Chemical shifts (δ, ppm): 159.0, 130.2, 130.0, 114.0, 56.0, 22.0
13
Proposed Structure: