Question 1

Which of the following compounds will produce a prominent (M-18) peak in the mass spectrum?

Accepted Answer

A)  2-methylheptane 
B)  1-heptanol 
C)  heptanamine 
D)  heptanal 
E)  none of these 
A)  2-methylheptane 
B)  1-heptanol 
C)  heptanamine 
D)  heptanal 
E)  none of these

Question 2

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

Accepted Answer

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

Question 3

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 4

Which of the following compounds have the same degree of unsaturation?

Accepted Answer

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

Question 5

For the following pair of compounds the expected stretching absorption of the C=O bond is 1685 cm-1 and 1655 cm-1 respectively. Explain using both words and structural drawings.

Accepted Answer

Both compounds I and II have conjugated

Question 6

How will you distinguish between the following compounds using high-resolution mass spectrometry?

Accepted Answer

Compound I: m/z at 9

Question 7

Which of the following compounds will show two sharp absorptions, one at 3300 cm-1 and one at 2150 cm-1?

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 8

Which of the following electromagnetic radiation has the longest wavelength?

Accepted Answer

A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible 
A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible

Question 9

Which of the following compounds will show an absorption at 2250 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 10

Which of the following is expected to be the base peak in the mass spectrum of pentanal?

Accepted Answer

A)  29 
B)  41 
C)  44 
D)  58 
E)  86 
A)  29 
B)  41 
C)  44 
D)  58 
E)  86

Question 11

Which of the following alkene groups will produce the stronger signal? Explain why.

Accepted Answer

Compound II.
The C=C in compou

Question 12

Which one of the following compounds is consistent with the mass spectrum below?   SDBS:

Accepted Answer

A)  (CH3CH2CH2)2CH 
B)  CH3CH2CHOHCH2CH2CH3 
C)  (CH3CH2CH2)2O 
D)  (CH3CH2CH2)2NH 
E)  CH3CH2CH2CH3 
A)  (CH3CH2CH2)2CH 
B)  CH3CH2CHOHCH2CH2CH3 
C)  (CH3CH2CH2)2O 
D)  (CH3CH2CH2)2NH 
E)  CH3CH2CH2CH3

Question 13

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

Accepted Answer

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

Question 14

Compounds containing chlorine or bromine usually show a strong _____ peak.

Accepted Answer

A)  molecular ion 
B)  base 
C)  M+1 
D)  M+2 
E)  all of these 
A)  molecular ion 
B)  base 
C)  M+1 
D)  M+2 
E)  all of these

Question 15

Which of the following compounds will have odd m/z value for the molecular ion?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  all of them 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  all of them

Question 16

Which one of the following compounds will have the lowest wavenumber for the carbonyl absorption?

Accepted Answer

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

Question 17

Which of the following electromagnetic radiation has the highest energy?

Accepted Answer

A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible 
A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible

Question 18

Which of the following compounds will have a base peak at m/z = 43?

Accepted Answer

A)  CH3CH2CH2CH2CH2CH3 
B)  (CH3CH2)2CHCH3 
C)  (CH3)3CCH2CH3 
D)  (CH3)2CHCH(CH3)2 
E)  none of these 
A)  CH3CH2CH2CH2CH2CH3 
B)  (CH3CH2)2CHCH3 
C)  (CH3)3CCH2CH3 
D)  (CH3)2CHCH(CH3)2 
E)  none of these

Question 19

The C-O absorption in carboxylic acids appears around 1250 cm-1. The C-O absorption in an alcohol appears around 1050 cm-1. Explain why.

Accepted Answer

The C-O bond in a carboxylic a

Question 20

Which of the following compounds will produce a prominent (M-15) peak in the mass spectrum?

Accepted Answer

A)  2-methylheptane 
B)  1-heptanol 
C)  heptanamine 
D)  1-chloroheptane 
E)  none of these 
A)  2-methylheptane 
B)  1-heptanol 
C)  heptanamine 
D)  1-chloroheptane 
E)  none of these

Exam 14: Infrared Spectroscopy and Mass Spectrometry

Which of the following compounds will produce a prominent (M-18) peak in the mass spectrum?

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

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

Which of the following compounds have the same degree of unsaturation?

For the following pair of compounds the expected stretching absorption of the C=O bond is 1685 cm-1 and 1655 cm-1 respectively. Explain using both words and structural drawings.

How will you distinguish between the following compounds using high-resolution mass spectrometry?

Which of the following compounds will show two sharp absorptions, one at 3300 cm-1 and one at 2150 cm-1?

Which of the following electromagnetic radiation has the longest wavelength?

Which of the following compounds will show an absorption at 2250 cm-1?

Which of the following is expected to be the base peak in the mass spectrum of pentanal?

Which of the following alkene groups will produce the stronger signal? Explain why.

Which one of the following compounds is consistent with the mass spectrum below? SDBS:

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

Compounds containing chlorine or bromine usually show a strong _____ peak.

Which of the following compounds will have odd m/z value for the molecular ion?

Which one of the following compounds will have the lowest wavenumber for the carbonyl absorption?

Which of the following electromagnetic radiation has the highest energy?

Which of the following compounds will have a base peak at m/z = 43?

The C-O absorption in carboxylic acids appears around 1250 cm-1. The C-O absorption in an alcohol appears around 1050 cm-1. Explain why.

Which of the following compounds will produce a prominent (M-15) peak in the mass spectrum?

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

For the following pair of compounds the expected stretching absorption of the C=O bond is 1685 cm^-1and 1655 cm^-1 respectively. Explain using both words and structural drawings.

Which of the following compounds will show two sharp absorptions, one at 3300 cm^-1 and one at 2150 cm^-1?

Which of the following compounds will show an absorption at 2250 cm^-1?

The C-O absorption in carboxylic acids appears around 1250 cm^-1. The C-O absorption in an alcohol appears around 1050 cm^-1. Explain why.