Spectroscopy - Grade Gorilla IB Chemistry

10 minutes maximum An IB Periodic Table is required.

1. What is the IHD (index of hydrogen deficiency) of a molecule with the molecular formula C₈H₁₁NO₃? A. 3 B. 4 C. 5 D. 6		ABCD
2. Which structural information can be obtained from an infrared spectrum? A. Bond type B. Bond length C. Bond angle D. Molecular mass		ABCD
3. 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		ABCD
4. The infrared spectrum of a compound is shown below. Which structure is unlikely to be the compound?
A. CH₃COCH₂CH₃ B. CH₃CH₂CH₂CHO C. CH₃CH₂CH₂COOH D. CH₃COCH₂CH₃		ABCD
5. How many different hydrogen environments are there in this molecule?
A. 3 B. 4 C. 5 D. 6		ABCD
6. 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		ABCD
7. 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?
A. 1 B. 2 C. 3 D. 4		ABCD
8. The ¹H NMR spectrum of a compound contains 3 peaks with the relative area of 2:1:6, as shown below.
Which of the following is the most likely compound? A. 1-methylethyl methanoate B. propylamine C. 2-chlorobutane D. 1-bromo-2-methylpropane		ABCD
Questions 9 and 10 are about the molecule shown here:
9. What is the IHD (index of hydrogen deficiency) of this molecule? A. 3 B. 4 C. 5 D. 6		ABCD
10. Which of the following peaks is not likely to be present in the mass spectrum of the molecule? A. 43 B. 45 C. 77 D. 122		ABCD