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2-Methylhexane shows an intense peak in the mass spectrum at m/z = 43. Propose a likely structure for this fragment.

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3-Pentanol can be oxidized to 3-pentanone using sodium dichromate. How can the completeness of conversion be gauged using IR spectroscopy?

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The absence of a strong, broad...

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Which compound would be expected to show intense IR absorption at 3300 cm-1?


A) CH3C꓿CCH3
B) butane
C) but-1-ene
D) CH3CH2C꓿CH

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

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D

Rank the following bonds in order of increasing stretching frequency (cm-1) in IR spectroscopy: Rank the following bonds in order of increasing stretching frequency (cm-1) in IR spectroscopy:

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C­N < C=O ...

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How could IR spectroscopy be used to distinguish between the following pair of compounds? CH2=CHCH2CH(CH3)2 and CH3CH2CH2CH(CH3)2

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C-C stretch around 1640 cm-1; vinylic C­H stretch above 3000 cm-1

Deduce a possible structure for the compound with the IR absorptions below. C3H5N: 2950, 2250 cm-1

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Which of the following structures is consistent with the IR spectra shown below? Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)


A)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
B)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
C)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
D)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
E)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)

F) A) and C)
G) C) and D)

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In an IR spectrometer, the ________ uses prisms or diffraction gratings to allow only one frequency of light to enter the detector at a time.

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What wavelength in mm is equivalent to a wavenumber of 1750 cm-1?

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5.71 mm

Which of the following does not have a broad absorption with one or more spikes that is centered about 3300 cm-1 in the IR?


A) (CH3CH2CH2) 3N
B) (CH3CH2CH2) 2NH
C) CH3CH2CH2NH2
D) (CH3) 3CNH2
E) (CH2=CHCH2) 2NH

F) A) and D)
G) C) and D)

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Provide an equation which relates the energy of a photon to its wavelength.

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What IR absorption is characteristic of the O-H stretch in alcohols?


A) 4000 cm-1
B) 3300 cm-1
C) 2950 cm-1
D) 2250 cm-1
E) 1710 cm-1

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

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The mass spectrum of which compound has M+ and M+2 peaks of approximately equal intensity?


A) 3-bromopentane
B) 3-pentanol
C) pentane
D) 3-chloropentane
E) 3-iodopentane

F) A) and E)
G) A) and C)

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Describe the fate of a molecule from introduction to detection in a mass spectrometer.

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Upon introduction, sample molecules are ...

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Absorption of what type of electromagnetic radiation results in transitions among allowed rotational motions?


A) X-rays
B) radio waves
C) microwaves
D) ultraviolet light
E) infrared light

F) B) and D)
G) A) and B)

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Which bond in the structure below would give rise to the highest absorption frequency in an IR spectrum? Which bond in the structure below would give rise to the highest absorption frequency in an IR spectrum?   A)  sp<sup>2</sup> C-H B)  sp<sup>3</sup> C-H C)  C-D D)  C=C


A) sp2 C-H
B) sp3 C-H
C) C-D
D) C=C

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

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The mass spectrum of alcohols often fail to exhibit detectable M peaks but instead show relatively large ________ peaks.


A) M+1
B) M+2
C) M-16
D) M-17
E) M-18

F) A) and C)
G) B) and C)

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Which of the following factors influences how intensely a functional group absorbs infrared radiation (large peak vs. small peak) ?


A) mass of atoms
B) dipole moment
C) bond strength
D) bond length

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

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Which of the following structures is consistent with the IR spectra shown below? Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)


A)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
B)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
C)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
D)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)
E)
Which of the following structures is consistent with the IR spectra shown below?   A)    B)    C)    D)    E)

F) None of the above
G) A) and B)

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Absorption of what type of electromagnetic radiation results in transitions among allowed nuclear magnetic spin states?


A) X-rays
B) radio waves
C) microwaves
D) ultraviolet light
E) infrared light

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

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