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Predict the splitting of each of the numbered hydrogen atoms in the structure below in a 1H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. Predict the splitting of each of the numbered hydrogen atoms in the structure below in a <sup>1</sup>H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number.   -______ 1 -______ 1

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Which of the following compounds gives a 1H NMR spectrum consisting of only a singlet?


A) 1,1-dibromopropane
B) 1,2-dibromopropane
C) 1,3-dibromopropane
D) 2,2-dibromopropane

E) C) and D)
F) None of the above

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Which of the following combinations of peaks appears in the 1H NMR spectrum of 2,3-dimethylbutane?


A) two doublets
B) a doublet and a septet
C) a singlet and two doublets
D) a doublet and an octet

E) B) and D)
F) B) and C)

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How many sets of equivalent protons are there in hexane?


A) 2
B) 3
C) 6
D) 7

E) None of the above
F) A) and D)

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MATCHING The following questions pertain to the display of NMR spectra. Match a term to each description below. -The exact place on the spectrum at which a nucleus absorbs is called its _____.


A) TMS
B) high-field or upfield side
C) MHz
D) delta ( Ξ΄\delta )
E) low-field or downfield side
F) chemical shift
G) intensity

H) C) and F)
I) A) and F)

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What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of propane?


A) singlet
B) doublet
C) triplet
D) quartet

E) A) and D)
F) A) and C)

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Which of the following combinations of peaks appears in the 1H NMR spectrum of butane?


A) a triplet and a doublet
B) a triplet and a quartet
C) a triplet and a sextet
D) two singlets

E) None of the above
F) B) and D)

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Identify the compound (C8H10) that gives the following 1H NMR spectrum. Identify the compound (C<sub>8</sub>H<sub>10</sub>) that gives the following <sup>1</sup>H NMR spectrum.

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m-xylene (...

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Which of the following is true for pair of homotropic protons? 1) They will appear at the same chemical shift in an achiral (i.e., nonchiral) environment 2) They will appear at the same chemical shifts in a chiral environment


A) only 1
B) only 2
C) neither 1 nor 2
D) both 1 and 2

E) C) and D)
F) None of the above

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Which feature in the 1H NMR spectrum provides information about the electronic environment of the protons in a compound?


A) number of signals
B) integral
C) splitting
D) chemical shift

E) A) and B)
F) B) and C)

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Which C4H9Br compound(s) gives a 13C NMR spectrum consisting of two signals? Which C<sub>4</sub>H<sub>9</sub>Br compound(s)  gives a <sup>13</sup>C NMR spectrum consisting of two signals?   A) only 1 B) only 2 C) only 2 and 3 D) 1, 2, 3 and 4


A) only 1
B) only 2
C) only 2 and 3
D) 1, 2, 3 and 4

E) B) and D)
F) A) and D)

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Which of the carbon atoms in the following molecule appears furthest downfield in the 13C NMR spectrum? Which of the carbon atoms in the following molecule appears furthest downfield in the <sup>13</sup>C NMR spectrum?   A) i B) ii C) iii D) iv


A) i
B) ii
C) iii
D) iv

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

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How many signals appear in the proton-decoupled 13C NMR spectrum of 3-bromotoluene?


A) 3
B) 4
C) 5
D) 7

E) None of the above
F) B) and C)

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What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of ethane?


A) singlet
B) doublet
C) triplet
D) quartet

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

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Which C6H12O2 compound gives the following 1H NMR spectrum? Which C<sub>6</sub>H<sub>12</sub>O<sub>2</sub> compound gives the following <sup>1</sup>H NMR spectrum?   A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) B) and D)
F) A) and B)

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Which of the following combinations of peaks appears in the 1H NMR spectrum of diethyl ether, CH3CH2OCH2CH3?


A) a triplet and a doublet
B) a quartet and a sextet
C) two singlets
D) a triplet and a quartet

E) A) and B)
F) B) and D)

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How many signals appear in proton-decoupled 13C NMR spectrum of 3,4-dimethylhexane?


A) 3
B) 4
C) 5
D) 6

E) A) and D)
F) All of the above

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Which C8H10 compound gives the following 1H NMR spectrum? Which C<sub>8</sub>H<sub>10</sub> compound gives the following <sup>1</sup>H NMR spectrum?   A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and D)
F) All of the above

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Which C4H9Br compound(s) gives a 13C NMR spectrum consisting of four signals? Which C<sub>4</sub>H<sub>9</sub>Br compound(s)  gives a <sup>13</sup>C NMR spectrum consisting of four signals?   A) only 1 B) only 1 and 2 C) only 2 and 3 D) 1, 2, 3 and 4


A) only 1
B) only 1 and 2
C) only 2 and 3
D) 1, 2, 3 and 4

E) B) and C)
F) A) and C)

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Which C8H10 compound gives the following 1H NMR spectrum? Which C<sub>8</sub>H<sub>10</sub> compound gives the following <sup>1</sup>H NMR spectrum?   A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) A) and C)
F) None of the above

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