CHM2211 Concept Check ch 13

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MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) What compound exhibits only two signals in its 1 H NMR spectrum, a triplet and a quintet? A) BrCH 2 CH2 CH2 Cl B) BrCH 2 CH2 CH2 Br C) (CH3 )2 CHCH(CH 3 )2 D) (CH3 )2 CHOCH(CH3 )2 E) CH3 CH2 CH 2 CH3 1)

2) 1H nuclei located near electronegative atoms tend to be __________ relative to 1 H nuclei which are not. A) deshielded B) shielded C) resonanced D) split E) none of the above 3) Which of the structures shown below is consistent with the C - 13 NMR (off resonance splitting for each peak is shown as a table within the figure) and H-NMR spectra? (formula = C9 H 11OBr)

2)

3)

A)

B)

C)

D)

E)

4) Electromagnetic radiation in the __________ region is used in 1 H NMR spectroscopy. A) ultraviolet B) infrared C) X - ray D) radio wave E) microwave 5) What is the approximate chemical shift of an alkynyl carbon in 13C NMR spectroscopy? A) 30 ppm B) 70 ppm C) 120 ppm D) 10 ppm E) 200 ppm 6) How many unique NMR signals (disregard splitting) would be predicted in the 1 H spectrum of the following compound ?

4)

5)

6)

A) B) C) D) E) F)

2 3 4 5 6 7 7)

7) In the 1 H NMR spectrum of bromoethane the methylene group is split into a quartet by the and nuclear spins of the protons on the neighboring methyl group. If the external magnetic field, B ,
directs upward, which sequence of nuclear spins contributes to the second farthest peak down field within the spin- spin splitting pattern? A) B) C) D) E)

8) How many peaks appear in the proton spin decoupled 13 C NMR spectrum of the compound below?

8)

A) B) C) D) E)

2 3 4 5 6 9)

9) What compound exhibits three singlets in its proton spin decoupled 13C NMR spectrum? A) BrCH 2 CH2 CH2 Cl B) (CH3 )2 CHCH(CH 3 )2 C) (CH3 )2 CHOCH(CH3 )2 E) BrCH 2 CH2 CH2 Br

D) CH3 CH2 CH 2 CH3

10) Which of the following functional groups has the most deshielded proton and would be predicted to show an NMR signal that is the farthest downfield? A) acetylenic - H B) benzylic - H C) aldehyde - H D) aromatic - H E) allylic - H

10)