Deduce structures for each of the following.

(a) Molecular formula C₆H₁₀; NMR spectrum A; no strong IR bands between 2100 and 2300 or 3250 and 3350 cm^-1.

(b) Molecular formula C₇H₁₂; NMR spectrum B; IR bands at about 2120 and 3330 cm^-1.

(c) The percentage composition is 71.41% carbon and 9.59% hydrogen (the remainder is O), and the exact molecular mass is 84.0584; NMR and IR spectra C (next page). The inset in NMR spectrum C provides better resolution of the signals between 1.6 and 2.4 ppm.

Transcribed Image Text:

'H NMR 2H 1H 2.3 2.0 1.7 2 H 2H (CH3)4Si 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (8) 100 IR 4000 3500 3000 2500 2000 1500 1000 600 cm- Wavenumber Transmittance (%)