Question 1

Carboxylic acids show a very broad absorption for the OH group compared to alcohols, because they can form a ______.

Accepted Answer

A)  dimer 
B)  polymer 
C)  trimer 
D)  tetramer 
A)  dimer 
B)  polymer 
C)  trimer 
D)  tetramer

Question 2

Which of the following compounds will show a broad absorption near 3300 cm-1 and a sharp absorption at 1650 cm-1?

Accepted Answer

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

Question 3

Why does bromine produces M+• and (M+2)+• peaks of equal intensity on a mass spectrum?

Accepted Answer

A)  ADVANCE \u 281 ADVANCE \d 2Br isotope has higher natural abundance than ADVANCE \u 279 ADVANCE \d 2Br isotope 
B)  ADVANCE \u 279 ADVANCE \d 2Br and ADVANCE \u 281 ADVANCE \d 2Br isotopes have almost equal natural abundance 
C)  ADVANCE \u 279 ADVANCE \d 2Br isotope has higher natural abundance than ADVANCE \u 281 ADVANCE \d 2Br isotope 
D)  none of these 
A)  ADVANCE \u 281 ADVANCE \d 2Br isotope has higher natural abundance than ADVANCE \u 279 ADVANCE \d 2Br isotope 
B)  ADVANCE \u 279 ADVANCE \d 2Br and ADVANCE \u 281 ADVANCE \d 2Br isotopes have almost equal natural abundance 
C)  ADVANCE \u 279 ADVANCE \d 2Br isotope has higher natural abundance than ADVANCE \u 281 ADVANCE \d 2Br isotope 
D)  none of these

Question 4

Which of the following mass spectra shows the presence of bromine in a compound? I   II   III   IV   Four spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 5

Which of the following information is primarily obtained from infrared spectroscopy?

Accepted Answer

A)  arrangement of carbon and hydrogen atoms in a compound 
B)  molecular weight of a compound 
C)  any conjugated π system present in a compound 
D)  functional groups present in a compound 
E)  all of these 
A)  arrangement of carbon and hydrogen atoms in a compound 
B)  molecular weight of a compound 
C)  any conjugated π system present in a compound 
D)  functional groups present in a compound 
E)  all of these

Question 6

For each of the following IR spectra determine if it is consistent with the structure of an alcohol, a ketone, an aldehyde, a carboxylic acid, a primary amine, a secondary amine, a primary amide, or a secondary amide.   I.
SDBS: National Institute of Advanced Industrial Science and Technology
II.

Accepted Answer

I: seconda

Question 7

Predict the product for the following reaction and explain how you can use IR spectroscopy to monitor the progress of the reaction.

Accepted Answer

@#IMG-DLM&_TB4454_00 Absorptions for C=O

Question 8

Which of the following is initially produced when a compound is bombarded with high energy electrons?

Accepted Answer

A)  anions 
B)  free radicals 
C)  radical cations 
D)  cations 
E)  isotopes 
A)  anions 
B)  free radicals 
C)  radical cations 
D)  cations 
E)  isotopes

Question 9

Rank absorption of the indicated bonds in decreasing (highest to lowest) order of wavenumber.

Accepted Answer

A)  III > II > I 
B)  I > II > III 
C)  II > I > III 
D)  III > I > II 
E)  II > III > I 
A)  III > II > I 
B)  I > II > III 
C)  II > I > III 
D)  III > I > II 
E)  II > III > I

Question 10

Which of the following is not true about the molecular ion in mass spectrometry?

Accepted Answer

A)  The molecular ion is produced by loss of one electron from the molecule. 
B)  The mass of the molecular ion is equivalent to the mass of the molecule. 
C)  The ion is produced by a loss of pair of electrons from the molecule. 
D)  The molecular ion is often unstable and can undergo fragmentation. 
A)  The molecular ion is produced by loss of one electron from the molecule. 
B)  The mass of the molecular ion is equivalent to the mass of the molecule. 
C)  The ion is produced by a loss of pair of electrons from the molecule. 
D)  The molecular ion is often unstable and can undergo fragmentation.

Question 11

Which of the following is true about the molecular weight and the M+•-m/z value for the following compound?

Accepted Answer

A)  odd molecular weight, m/z = 115 
B)  odd molecular weight, m/z = 121 
C)  even molecular weight, m/z = 96 
D)  even molecular weight, m/z = 132 
E)  even molecular weight, m/z = 116 
A)  odd molecular weight, m/z = 115 
B)  odd molecular weight, m/z = 121 
C)  even molecular weight, m/z = 96 
D)  even molecular weight, m/z = 132 
E)  even molecular weight, m/z = 116

Question 12

Which one of the following compounds is consistent with the mass spectrum below?   SDBS: National Institute of Advanced Industrial Science and Technology

Accepted Answer

A)  CH3CH2CH(CH3)2 
B)  CH3CHOHCH2CH3 
C)  CH3CH2OCH2CH3 
D)  CH3CH2NHCH2CH3 
E)  CH3CH2CH2CH3 
A)  CH3CH2CH(CH3)2 
B)  CH3CHOHCH2CH3 
C)  CH3CH2OCH2CH3 
D)  CH3CH2NHCH2CH3 
E)  CH3CH2CH2CH3

Question 13

Provide a molecular formula that is consistent with the following mass spectral data.
M+• at m/z = 73, relative height = 86.1%
(M+1)+• at m/z = 74, relative height = 3.2%

Accepted Answer

Question 14

Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-pentanol?

Accepted Answer

A)  (M-15) 
B)  (M-18) 
C)  (M-29) 
D)  (M-16) 
E)  none of these 
A)  (M-15) 
B)  (M-18) 
C)  (M-29) 
D)  (M-16) 
E)  none of these

Question 15

Which of the following is true about the IR spectrum of the compound shown below?

Accepted Answer

A)  absorptions at 1720 cm-1 and 2150 cm-1 
B)  absorptions at 1800 cm-1 and 2150 cm-1 
C)  absorptions at 1720 cm-1 and 2250 cm-1 
D)  absorptions at 1800 cm-1 and 2250 cm-1 
E)  absorptions at 1650 cm-1 and 2150 cm-1 
A)  absorptions at 1720 cm-1 and 2150 cm-1 
B)  absorptions at 1800 cm-1 and 2150 cm-1 
C)  absorptions at 1720 cm-1 and 2250 cm-1 
D)  absorptions at 1800 cm-1 and 2250 cm-1 
E)  absorptions at 1650 cm-1 and 2150 cm-1

Question 16

Which of the following mass spectra shows the presence of chlorine in a compound? I   II   III   IV   Four spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 17

Which molecular formula is consistent with the following mass spectral data? M+• at m/z = 78, relative height = 23.5%
(M+1)+• at m/z = 79, relative height = 0.78%
(M+2)+• at m/z = 80, relative height = 7.5%

Accepted Answer

A)  C6H6 
B)  C3H7Cl 
C)  C6H8 
D)  C6H9Cl 
E)  none of these 
A)  C6H6 
B)  C3H7Cl 
C)  C6H8 
D)  C6H9Cl 
E)  none of these

Question 18

Define retention time.

Accepted Answer

A)  the amount of time that the substance takes to boil 
B)  the amount of time that the substance takes to melt 
C)  the amount of time required to exit from the mass spectrometer 
D)  the amount of time required to exit from the gas chromatograph 
E)  the amount of time required to set up the GC-MS 
A)  the amount of time that the substance takes to boil 
B)  the amount of time that the substance takes to melt 
C)  the amount of time required to exit from the mass spectrometer 
D)  the amount of time required to exit from the gas chromatograph 
E)  the amount of time required to set up the GC-MS

Question 19

Identify the medical application that does not use mass spectrometry.

Accepted Answer

A)  cancer detection 
B)  metabolic defects in babies 
C)  pathogenic bacteria 
D)  drug analysis 
E)  all of these applications use mass spectrometry 
A)  cancer detection 
B)  metabolic defects in babies 
C)  pathogenic bacteria 
D)  drug analysis 
E)  all of these applications use mass spectrometry

Question 20

For the following reaction, which of the following change(s) in the IR spectrum is consistent with conversion of the reactant to the product?

Accepted Answer

A)  absorption at 2250 cm-1 should disappear 
B)  absorption at 3200-3400 cm-1 and 1720cm-1 should appear 
C)  absorption at 2250 cm-1 should disappear, new absorptions at 2600-2800 cm-1 and 1720 cm-1 should appear. 
D)  absorption at 2250 cm-1 should disappear, a new absorption around 3400 cm-1 should appear. 
E)  none of these 
A)  absorption at 2250 cm-1 should disappear 
B)  absorption at 3200-3400 cm-1 and 1720cm-1 should appear 
C)  absorption at 2250 cm-1 should disappear, new absorptions at 2600-2800 cm-1 and 1720 cm-1 should appear. 
D)  absorption at 2250 cm-1 should disappear, a new absorption around 3400 cm-1 should appear. 
E)  none of these

Exam 14: Infrared Spectroscopy and Mass Spectrometry

Carboxylic acids show a very broad absorption for the OH group compared to alcohols, because they can form a ______.

Which of the following compounds will show a broad absorption near 3300 cm-1 and a sharp absorption at 1650 cm-1?

Why does bromine produces M+• and (M+2)+• peaks of equal intensity on a mass spectrum?

Which of the following mass spectra shows the presence of bromine in a compound? I II III IV Four spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology

Which of the following information is primarily obtained from infrared spectroscopy?

For each of the following IR spectra determine if it is consistent with the structure of an alcohol, a ketone, an aldehyde, a carboxylic acid, a primary amine, a secondary amine, a primary amide, or a secondary amide. I. SDBS: National Institute of Advanced Industrial Science and Technology II.

Predict the product for the following reaction and explain how you can use IR spectroscopy to monitor the progress of the reaction.

Which of the following is initially produced when a compound is bombarded with high energy electrons?

Rank absorption of the indicated bonds in decreasing (highest to lowest) order of wavenumber.

Which of the following is not true about the molecular ion in mass spectrometry?

Which of the following is true about the molecular weight and the M+•-m/z value for the following compound?

Which one of the following compounds is consistent with the mass spectrum below? SDBS: National Institute of Advanced Industrial Science and Technology

Provide a molecular formula that is consistent with the following mass spectral data. M+• at m/z = 73, relative height = 86.1% (M+1)+• at m/z = 74, relative height = 3.2%

Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-pentanol?

Which of the following is true about the IR spectrum of the compound shown below?

Which of the following mass spectra shows the presence of chlorine in a compound? I II III IV Four spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology

Which molecular formula is consistent with the following mass spectral data? M+• at m/z = 78, relative height = 23.5% (M+1)+• at m/z = 79, relative height = 0.78% (M+2)+• at m/z = 80, relative height = 7.5%

Define retention time.

Identify the medical application that does not use mass spectrometry.

For the following reaction, which of the following change(s) in the IR spectrum is consistent with conversion of the reactant to the product?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Which of the following compounds will show a broad absorption near 3300 cm^-1 and a sharp absorption at 1650 cm^-1?

Why does bromine produces M⁺• and (M+2)⁺• peaks of equal intensity on a mass spectrum?

Which of the following is true about the molecular weight and the M⁺•-m/z value for the following compound?

Provide a molecular formula that is consistent with the following mass spectral data. M⁺•at m/z = 73, relative height = 86.1% (M+1)⁺•at m/z = 74, relative height = 3.2%

Which molecular formula is consistent with the following mass spectral data? M⁺•at m/z = 78, relative height = 23.5% (M+1)⁺•at m/z = 79, relative height = 0.78% (M+2)⁺•at m/z = 80, relative height = 7.5%