Chem2O6 - 1997/98

Problem Set #9 November 27, 1997

1. One of the compounds whose infrared spectrum is shown below is a ketone, and the other is an ester. Identify which spectrum belongs to which compound. Explain your reasoning.

Structures PS9 #1
Structures PS9 #1

2. Match each of the three 1H nmr spectra shown below with a compound in the following list (in the spectra, the number above each multiplet is the integral for that multiplet).

(a) CH3CO2CH2CH3

(d) CH3CH2CH2NO2

 (b) CH3CH2OCH3

(e) CH3CH2CH2CO2CH2CH3

 (c) 2-chloropropene

(f) iodoethane

NMR spectrum

NMR spectrum

NMR spectrum

3. The infrared and 1H nmr spectra of a compound with molecular formula C3H8O are shown below. What is the structure of this compound?

C3H8O - IR Spectrum

C3H8O - NMR Spectrum

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27nov97; wjl