Target: 10 Questions in 10 minutes

An IB Chemistry data booklet is helpful

1. Which structural information can be obtained from an infrared spectrum?
  • A.   Bond type
  • B.   Bond length
  • C.   Bond angle
  • D.   Molecular mass
2. The infrared spectrum of a compound shows major absorbances at 3350 cm-1 and 2900 cm-1 only above 1500 cm-1. Which one of the following compounds is the most likely to produce such a spectrum?
  • A.   Propan-1-ol
  • B.   Propanoic acid
  • C.   Methyl ethanoate
  • D.   Propene

3. The infrared spectrum of a compound is shown below.

Infrared spectrum of unknown compound

Which structure is unlikely to be the compound?

 
  • A. CH3COCH2CH3
  • B. CH3CH2CH2CHO
  • C. CH3CH2CH2COOH
  • D. CH3COCH3

 

4. How many different hydrogen environments are there in this molecule?

spectroscopy unknown molecule
  • A.   3
  • B.   4
  • C.   5
  • D.   6
5. What is the relative number of hydrogen atoms in each environment in the molecule 1-methoxypropane CH3O(CH2)2CH3?
  • A.   6:2:2
  • B.   3:4:3
  • C.   3:2
  • D.   3:2:2:3

6. The following four molecules all share the same molecular formula C4H8O2. How many of them will show three major peaks in their 1H NMR spectrum?

spectroscopy unknown molecule #2

 
  • A.   1
  • B.   2
  • C.   3
  • D.   4

7. The 1H NMR spectrum of a compound contains 3 peaks with the relative area of 2:1:6, as shown below.

1H NMR spectrum graph

 
Which of the following is the most likely compound?
  • A.   1-methylethyl methanoate
  • B.   propylamine
  • C.   2-chlorobutane
  • D.   1-bromo-2-methylpropane
8.In the high-resolution 1H NMR spectrum, which of the following bolded hydrogen atoms (H) would be shown as a triplet?
  • A.  GG Spectroscopy quiz Q8a
  • B.  GG Spectroscopy quiz Q8b
  • C.  GG Spectroscopy quiz Q8c
  • D.  GG Spectroscopy quiz Q8d

9.Which of the following peaks is not likely to be present in the mass spectrum of this molecule?

spectroscopy unknown molecule #2
  • A.   43
  • B.   45
  • C.   77
  • D.   122

10. The mass spectrum of compound P shows a peak at m/z = 71 with the highest intensity.
The 1H NMR of this compound shows three peaks at 1.04ppm, 1.84ppm and 3.94ppm.

Which of the following molecules could be a structure of P?

  • A.   SpectroscopyQ10 molecule
  • B.   pentan-3-ol
  • C.   3-bromopentane
  • D.   Butylamine