This action might not be possible to undo. Are you sure you want to continue?
Chapter 13 Spectroscopy
Multiple Choice Questions 1. Which of the following isomeric dibromopropanes has only a single peak in its proton NMR spectrum? A. 1,1-dibromopropane B. 1,3-dibromopropane C. 1,2-dibromopropane D. 2,2-dibromopropane
2. How many different types(sets) of hydrogens are there in 2,2-dimethylpentane? A. 2 B. 3 C. 4 D. 5
3. Which of the following has only a single peak in its proton NMR spectrum?
A. only I B. only II C. I and II D. I, II, and III
Chapter 13 - Spectroscopy
4. A compound is either cyclononane or cyclodecane. Which of the following is the most useful technique in identifying the compound? A. IR spectroscopy B. mass spectrometry C. proton NMR D. C-13 NMR
5. Which of the following gives the furthest downfield shift from TMS in its proton NMR spectrum? A. (CH3)4C B. (CH3)3N C. (CH3)2O D. CH3F
6. Which of the following gives the furthest downfield shift from TMS in its proton NMR spectrum? A. CCl4 B. CHCl3 C. CH2Cl2 D. CH3Cl
7. How many different sets of equivalent protons are there for para-xylene (1,4dimethylbenzene)? A. only 1 B. two C. three D. four
What is the multiplicity of the methylene hydrogens indicated in the proton NMR of the following compound? A.Spectroscopy 8. four C. quartet D.Chapter 13 . doublet B. six 9. five D. triplet C. How many different sets of equivalent protons are there in the following compound? A. pentet 13-3 . three B.
doublet C. What are the approximate intensities of the four lines in the quartet from the proton NMR of diethyl ether.) A. quartet 11. (CH3CH2)2O? (Assume distortion of the quartet is minimal.Spectroscopy 10. What is the multiplicity of the methylene hydrogens indicated in the proton NMR of the following compound? A. 1:1:1:1 B. singlet B. 1:2:2:1 C. 1:3:3:1 13-4 . triplet D.Chapter 13 . 2:3:3:2 D.
downfield quartet and upfield doublet.07 (2H) A. downfield triplet and upfield doublet. C D.Chapter 13 . Which compound below fits the following proton NMR data? triplet δ 1. B C. C.1-dibromoethane would appear as a A. The proton NMR of 1. downfield doublet and upfield quartet. B. 13-5 . downfield doublet and upfield triplet.22 (3H) singlet δ 1.Spectroscopy 12. A B. D. D 13.98 (3H) quartet δ 4.
D 13-6 . Which compound below is the best match for the spectrum? A.Spectroscopy 14.10 and δ 2. respectively. C D. A B. The proton NMR spectrum of a compound gives singlets at δ 2.Chapter 13 . B C.56 in a ratio of 3:2.
50 (2H) A.69 (2H) doublet δ 7.02 (2H) doublet δ 7. IV 13-7 . I B. The proton NMR of a compound.Chapter 13 .41 (2H) triplet δ 3. C8H9ClO.41 (1H) triplet δ 2. Which compound below best fits the data? broad singlet δ 2.Spectroscopy 15. III D. II C. has the following peaks.
A large doublet and a small septet pattern in 1H NMR is usually indicative of a(n) A.Chapter 13 . C. D 17. respectively.72 in a 1:2 ratio. B C.Spectroscopy 16. isopropyl group. C3H6Cl2. propyl group. B. C D. A B. ethyl group. D. ethyl group. 13-8 . D. A triplet and quartet pattern in 1H NMR often indicates the presence of a(n) A. B. has a pentet at δ 2.19 and a triplet at δ 3. phenyl group. Which compound below best matches the data? A. phenyl group. isopropyl group. propyl group. 18. The proton NMR spectrum of a compound. C.
doublet of doublets C.Chapter 13 . C D. D 13-9 .95 (1H) doublet δ 3. singlet B. Which of the following describes the spin-spin splitting of the indicated H in the 1H NMR of the compound shown below? A. triplet D. Identify the C4H9Cl isomer given the following proton NMR data: doublet δ 1. doublet of triplets 20.Spectroscopy 19. A B. B C.04 (6H) multiplet δ 1.35 (2H) A.
What region of the electromagnetic spectrum is used in nuclear magnetic resonance spectroscopy? A.Chapter 13 . chlorobenzene 13-10 . ortho-dichlorobenzene D. radio wave B. ultraviolet D. para-dichlorobenzene B. microwave 22.Spectroscopy 21. meta-dichlorobenzene C. X-ray C. Which of the compounds below fit the following C-13 NMR? A.
Chapter 13 . CH3CH2CH2CH(CH3)2 C. CH3CH2C(CH3)3 24. Which one of the following isomers of C8H18 has only two peaks in its 13C NMR? A. A B. C D. (CH3)2CHCH(CH3)2 D. CH3CH2CH2CH2CH2CH3 B.Spectroscopy 23. A. D 13-11 . Identify which one of the following isomers of C6H14 has the C-13 NMR below. B C.
A. Why is there no comparable 13C-13C spin-spin splitting in C-13 NMR? A. 27. doublet C. direct 13C-1H coupling is observed. quartet D.Chapter 13 . The probability of two C-13 nuclei being next to each other in a compound is very low. B. rotational D. In infrared spectroscopy. D. nuclear 26. What is the multiplicity of the indicated carbon in an off-resonance decoupled C-13 NMR spectrum? (In off-resonance decoupled spectra. absorption of electromagnetic radiation results in transitions between _________ energy levels. C. The coupling constant is very small-too small to be observed. There is 13C-13C spin-spin splitting but because of the complex splitting patterns decoupling techniques are used to suppress it. singlet B. 1H-1H spin-spin splitting is common. C-13 has a nuclear spin of zero. In proton NMR. electronic C. vibrational B. multiplet 13-12 .) A.Spectroscopy 25.
D 13-13 .Spectroscopy 28. A B. B C. C D. Which one of the following compounds fits the C-13 NMR spectrum shown below? A.Chapter 13 .
Spectroscopy 29. Two peaks are in the 10-30 ppm region and the other three are in the 120-140 ppm area. III D. has five peaks. 4-methylheptane 13-14 . C10H14.Chapter 13 . 3-methylheptane D. Which one of the following isomeric C8H18 compounds has five peaks in its 13C NMR spectrum? A. A C-13 NMR spectrum of a compound. IV 30. Which of the following compounds fits the data? A. 2-methylheptane C. II C. octane B. I B.
Which one of the following has a λ wavelength? max in its UV-visible spectrum with the longest A. C D. A B. D 13-15 .Spectroscopy 31.Chapter 13 . B C.
The mass spectrum of the major product has a base peak at m/z 119. B C.Chapter 13 . D 13-16 .Spectroscopy 32. Based on the reaction given and the information on the mass spectra. The minor product gave a base peak at m/z 133. which of the following is the major product? A. A B. The reaction shown below gave two products in a ratio of approximately 1:2. C D.
Spectroscopy 33. Which of the methods below would be most useful in distinguishing between the following two compounds? A. UV spectroscopy B. C-13 NMR C. IR spectroscopy D. mass spectrometry 13-17 .Chapter 13 .
A. Match each steroid below with its λ max in its UV-visible spectrum. D 13-18 . C D. A B. B C.Chapter 13 .Spectroscopy 34.
Which C-C bond would most likely break and give fragments in the mass spectrum of butyl benzene? A. 1 B. 3 D.Chapter 13 .Spectroscopy 35. 2 C. 4 13-19 .
Spectroscopy 36. C D. D 13-20 . A B. B C.Chapter 13 . Which of the following compounds fits the proton NMR shown below? A.
) A. D 13-21 . C D. B C.Spectroscopy 37. Which of the following C5H8 compounds best fits the proton NMR spectrum shown below? (The numbers above the peaks are integration values. A B.Chapter 13 .
C D.Spectroscopy 38. D 13-22 . Which of the following C4H7OCl compounds best fits the proton NMR spectrum shown below? (The numbers above the peaks are integration values.) A. A B.Chapter 13 . B C.
D 13-23 . C D. B C.Spectroscopy 39. Which compound would you expect to give the 1H NMR pattern shown? A.Chapter 13 . A B.
The IR spectrum below reveals what functional group. B C. if any? A. A B.Chapter 13 . D 13-24 .Spectroscopy 40. C D.
Spectroscopy 41. 1-chlorobutane B. 2-chloro-2-methylpropane 13-25 . 1-chloro-2-methylpropane C.Chapter 13 . 2-chlorobutane D. Which compound C4H9Cl would give the 1H NMR shown below? A.
Chapter 13 . B C. The IR spectrum shown below is most consistent with which structure? A.Spectroscopy 42. C D. A B. D 13-26 .
A B.Chapter 13 . Which structure is most consistent with the 13C NMR shown? A.Spectroscopy 43. C D. D 13-27 . B C.
Which of the compounds below would exhibit the FEWEST peaks in the 13C NMR spectrum? A. B C. C D. 5H)? A.Spectroscopy 44. s. D 13-28 . D 45. d 7. B C. A B.Chapter 13 .1 (br. 2H). 3H).6 (q.2 (t. C D. A B. What compound of formula C8H10 would exhibit the following 1H NMR: d 1. d 2.
Chapter 13 . A B. C D.Spectroscopy 46. B C. A compound's UV-vis absorption peak where would likely cause a yellow coloration? A. D 13-29 .