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An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm-1 to 3500 cm-1, and strong sharp absorptions at 2930 cm-1, 1690 cm-1, and 1230 cm-1.The 1H NMR revealed a singlet downfield around δ \delta 13 (1H) and a multiplet at δ \delta 7.2 (5H) .The molecule consistent with these facts is:


A)  An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm<sup>-</sup><sup>1</sup> to 3500 cm<sup>-</sup><sup>1</sup>, and strong sharp absorptions at 2930 cm<sup>-1</sup>, 1690 cm<sup>-</sup><sup>1</sup>, and 1230 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR revealed a singlet downfield around   \delta   13 (1H)  and a multiplet at   \delta   7.2 (5H) .The molecule consistent with these facts is: A)    B)    C)    D)    E)
B)  An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm<sup>-</sup><sup>1</sup> to 3500 cm<sup>-</sup><sup>1</sup>, and strong sharp absorptions at 2930 cm<sup>-1</sup>, 1690 cm<sup>-</sup><sup>1</sup>, and 1230 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR revealed a singlet downfield around   \delta   13 (1H)  and a multiplet at   \delta   7.2 (5H) .The molecule consistent with these facts is: A)    B)    C)    D)    E)
C)  An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm<sup>-</sup><sup>1</sup> to 3500 cm<sup>-</sup><sup>1</sup>, and strong sharp absorptions at 2930 cm<sup>-1</sup>, 1690 cm<sup>-</sup><sup>1</sup>, and 1230 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR revealed a singlet downfield around   \delta   13 (1H)  and a multiplet at   \delta   7.2 (5H) .The molecule consistent with these facts is: A)    B)    C)    D)    E)
D)  An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm<sup>-</sup><sup>1</sup> to 3500 cm<sup>-</sup><sup>1</sup>, and strong sharp absorptions at 2930 cm<sup>-1</sup>, 1690 cm<sup>-</sup><sup>1</sup>, and 1230 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR revealed a singlet downfield around   \delta   13 (1H)  and a multiplet at   \delta   7.2 (5H) .The molecule consistent with these facts is: A)    B)    C)    D)    E)
E)  An unknown oxygen-containing organic molecule shows a parent peak on its mass spectra at m/z 122.With no information from the visible or uv, the IR revealed major broad absorptions from 2500 cm<sup>-</sup><sup>1</sup> to 3500 cm<sup>-</sup><sup>1</sup>, and strong sharp absorptions at 2930 cm<sup>-1</sup>, 1690 cm<sup>-</sup><sup>1</sup>, and 1230 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR revealed a singlet downfield around   \delta   13 (1H)  and a multiplet at   \delta   7.2 (5H) .The molecule consistent with these facts is: A)    B)    C)    D)    E)

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Which compound has five singlets in its proton-decoupled 13C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled 13C NMR spectrum?


A) Which compound has five singlets in its proton-decoupled <sup>13</sup>C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
B) Which compound has five singlets in its proton-decoupled <sup>13</sup>C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
C) Which compound has five singlets in its proton-decoupled <sup>13</sup>C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
D) Which compound has five singlets in its proton-decoupled <sup>13</sup>C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
E) Which compound has five singlets in its proton-decoupled <sup>13</sup>C NMR spectrum and two quartets, one triplet, one doublet, and one singlet in its proton-coupled <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)

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As the wavelength of the radiation increases, the _______ decreases.


A) energy
B) frequency
C) wave number
D) all of these
E) all increase

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How many peaks would you expect in the proton decoupled 13C NMR spectrum of 2-pentanol?


A) 1
B) 2
C) 3
D) 4
E) 5

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Which of the following forms of electromagnetic radiation has the highest energy?


A) radiowaves
B) infrared
C) visible
D) uv
E) x-ray

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Which bond would show a strong, sharp absorption in the IR between 1200 and 1000 cm-1?


A) O-H
B) N-H
C) C=O
D) C-H
E) C-O

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The compound The compound   will show what number of peaks in its <sup>1</sup>H decoupled <sup>13</sup>C NMR spectrum? A)  3 B)  4 C)  5 D)  6 E)  9 will show what number of peaks in its 1H decoupled 13C NMR spectrum?


A) 3
B) 4
C) 5
D) 6
E) 9

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A monochloroalkane shows two parent ion peaks m/z at 92 and 94.What is the molecular formula?


A) C4H9Cl
B) C3H7Cl
C) C3H21Cl
D) C4H7Cl
E) C2H6Cl

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An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The 1H NMR reveals a singlet at δ \delta 0.9 (9H) , a triplet at δ \delta 0.98 (3H) , and a quartet at δ \delta 1.6 (2H) .


A)  An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The <sup>1</sup>H NMR reveals a singlet at   \delta   0.9 (9H) , a triplet at   \delta   0.98 (3H) , and a quartet at   \delta   1.6 (2H) . A)    B)    C)    D)    E)
B)  An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The <sup>1</sup>H NMR reveals a singlet at   \delta   0.9 (9H) , a triplet at   \delta   0.98 (3H) , and a quartet at   \delta   1.6 (2H) . A)    B)    C)    D)    E)
C)  An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The <sup>1</sup>H NMR reveals a singlet at   \delta   0.9 (9H) , a triplet at   \delta   0.98 (3H) , and a quartet at   \delta   1.6 (2H) . A)    B)    C)    D)    E)
D)  An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The <sup>1</sup>H NMR reveals a singlet at   \delta   0.9 (9H) , a triplet at   \delta   0.98 (3H) , and a quartet at   \delta   1.6 (2H) . A)    B)    C)    D)    E)
E)  An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86.There is no evidence of absorptions from visible or uv spectra.The IR shows no major absorptions outside the C-H stretch and bending vibrations.The <sup>1</sup>H NMR reveals a singlet at   \delta   0.9 (9H) , a triplet at   \delta   0.98 (3H) , and a quartet at   \delta   1.6 (2H) . A)    B)    C)    D)    E)

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The IR spectrum stretching frequency that has the highest energy occurs for which of these bonds?


A) O-H
B) C-O
C) C-Cl
D) C-H
E) C-C

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Which bond would show a sharp absorption in the IR between 3000 and 2800 cm-1?


A) O-H
B) N-H
C) C=O
D) C-H
E) C-O

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An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm-1 and 1725 cm-1.The 1H NMR shows a singlet at δ \delta 2.1 (6H) .Which of the following structures best fits the spectral data?


A)  An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm<sup>-</sup><sup>1 </sup>and 1725 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR shows a singlet at   \delta   2.1 (6H) .Which of the following structures best fits the spectral data? A)    B)    C)    D)    E)
B)  An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm<sup>-</sup><sup>1 </sup>and 1725 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR shows a singlet at   \delta   2.1 (6H) .Which of the following structures best fits the spectral data? A)    B)    C)    D)    E)
C)  An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm<sup>-</sup><sup>1 </sup>and 1725 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR shows a singlet at   \delta   2.1 (6H) .Which of the following structures best fits the spectral data? A)    B)    C)    D)    E)
D)  An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm<sup>-</sup><sup>1 </sup>and 1725 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR shows a singlet at   \delta   2.1 (6H) .Which of the following structures best fits the spectral data? A)    B)    C)    D)    E)
E)  An unknown oxygen containing organic molecule shows a parent peak in its mass spectrum at m/z 58.There is no measurable uv or visible spectrum.The IR shows strong, sharp absorptions at 2930 cm<sup>-</sup><sup>1 </sup>and 1725 cm<sup>-</sup><sup>1</sup>.The <sup>1</sup>H NMR shows a singlet at   \delta   2.1 (6H) .Which of the following structures best fits the spectral data? A)    B)    C)    D)    E)

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Which of the following forms of electromagnetic radiation has the longest wavelength?


A) radiowaves
B) infrared
C) visible
D) uv
E) x-ray

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Which of the following compounds will have two peaks in its 1H NMR spectrum and a broad band in the 3200 to 3500 cm-1 region of its IR spectrum?


A) Which of the following compounds will have two peaks in its <sup>1</sup>H NMR spectrum and a broad band in the 3200 to 3500 cm<sup>-</sup><sup>1</sup> region of its IR spectrum? A)    B)    C)    D)    E)
B) Which of the following compounds will have two peaks in its <sup>1</sup>H NMR spectrum and a broad band in the 3200 to 3500 cm<sup>-</sup><sup>1</sup> region of its IR spectrum? A)    B)    C)    D)    E)
C) Which of the following compounds will have two peaks in its <sup>1</sup>H NMR spectrum and a broad band in the 3200 to 3500 cm<sup>-</sup><sup>1</sup> region of its IR spectrum? A)    B)    C)    D)    E)
D) Which of the following compounds will have two peaks in its <sup>1</sup>H NMR spectrum and a broad band in the 3200 to 3500 cm<sup>-</sup><sup>1</sup> region of its IR spectrum? A)    B)    C)    D)    E)
E) Which of the following compounds will have two peaks in its <sup>1</sup>H NMR spectrum and a broad band in the 3200 to 3500 cm<sup>-</sup><sup>1</sup> region of its IR spectrum? A)    B)    C)    D)    E)

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How many peak(s) would you expect to see in the 1H NMR spectrum of 1-bromobutane?


A) 1
B) 2
C) 3
D) 4
E) more than 4

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Which of the following molecules shows only one singlet in its 1H NMR spectrum? Which of the following molecules shows only one singlet in its <sup>1</sup>H NMR spectrum?   A)  I B)  II C)  I and III D)  IV E)  V


A) I
B) II
C) I and III
D) IV
E) V

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An IR spectrum of an unknown organic molecule having the formula C3H6O2 reveals strong absorptions at 2500-3400 cm-1, 1715 cm-1, and 1230 cm-1.To what class of compounds does the unknown belong?


A) alcohol
B) carboxylic acid
C) aldehyde
D) ester
E) ether

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An IR spectrum of an unknown organic molecule having the formula C3H6O reveals a strong absorption at 1230 cm-1 and has no absorption over 3000 cm-1.To what class of compounds does the unknown belong?


A) alcohol
B) amine
C) aldehyde
D) alkyne
E) ether

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An IR spectrum of an unknown organic molecule having the formula C2H4O reveals a strong absorption at 1715-1725 cm-1.To what class of compounds does the unknown belong?


A) alcohol
B) amine
C) aldehyde
D) alkyne
E) ether

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The mass spectrum of 1-pentanol shows an intense daughter ion peak at m/z = 31.This peak could be due to the formation of:


A) C5H12O
B) C3H7O+
C) CH3O+
D) CH4O
E) C4H10O+

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