Question 1

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C6H12O which shows no characteristic stretches in the IR between 3600-3300 cm-1,but does around 1600 cm-1? Relative integration is shown.

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 2

Which proton(s)of the compound below would appear as a septet in the 1H NMR spectrum?

Accepted Answer

A)  The protons on carbon I 
B)  The protons on carbon II 
C)  The protons on carbon III 
D)  The protons on carbon IV 
E)  The protons on carbon V

Question 3

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C11H14O2? Looking at the 13C-NMR you notice a peak at 174 ppm.Relative integration is shown.

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 4

What is the molecular formula of this compound? m/z
Intensity
78 M + $\bullet$ 
10)00
79
1
80
3)3
81
0)3

Accepted Answer

A)  C6H6 
B)  C3H5Cl 
C)  C6H8 
D)  C6H9 
E)  C3H7Cl

Question 5

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C5H11NO,which shows a characteristic stretch in the IR around 1700 cm-1,and a characteristic peak at 202 ppm in the 13C-NMR? Relative integration is shown.

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 6

The broadband proton-decoupled 13C NMR spectrum of a hexyl chloride exhibits five signals.Which of these structures could be the correct one for the compound?

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 7

Which form of electromagnetic radiation possesses the least energy?

Accepted Answer

The answer of Which form of electromagnetic radiation possesses the...

Question 8

How many 13C signals would 1,3-dichlorobenzene give?

Accepted Answer

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

Question 9

Which proton(s)of the compound below would appear as a triplet in the 1H NMR spectrum?

Accepted Answer

A)  The protons on carbon II 
B)  The protons on carbon I and V 
C)  The protons on carbon III and V 
D)  The protons on carbon III and IV 
E)  The protons on carbon V

Question 10

In the structure shown,Hb and Hc are classified as:

Accepted Answer

A)  homotopic protons. 
B)  geminal protons. 
C)  enantiotopic protons. 
D)  diastereotopic protons. 
E)  isomeric protons.

Question 11

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C6H10O2? The 13C-NMR shows characteristic chemical shifts at 22.3,31.1,117.3,157.7,and 171.6 ppm.Relative integration is shown.

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 12

What compound is used as the standard "zero" reference in both carbon and proton NMR?

Accepted Answer

The answer of What compound is used as the standard...

Question 13

A shielded proton will absorb at a higher frequency (this is the ________ end of the spectrum);and a deshielded proton will absorb at a lower frequency (the _____________ end of the spectrum).

Accepted Answer

The answer of A shielded proton will absorb at a...

Question 14

If all the protons of 1-fluoropentane could be discerned,which would you expect to be at the lowest field in the 1H NMR spectrum of this compound?

Accepted Answer

A)  Protons on carbon I 
B)  Protons on carbon II 
C)  Protons on carbon III 
D)  Protons on carbon IV 
E)  Protons on carbon V

Question 15

A downfield ($\delta$  9-10)singlet is observed in the 1H NMR spectrum of:

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 16

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C9H18O2 and characteristic 13C-NMR peaks at 11.3,21.6,25.3,49.4,67.1,and 175.5 ppm? Relative integration is shown.

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 17

Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow?

Accepted Answer

A)  1.10 ppm,singlet 
B)  2.10 ppm,triplet 
C)  3.40 ppm,triplet 
D)  4.5 ppm,singlet 
E)  5.3 ppm,doublet

Question 18

The 1H NMR spectrum of which of the compounds below,all of formula C7H12O2,would consist of two singlets only?

Accepted Answer

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

Question 19

An organic compound absorbs strongly in the IR at 1687 cm-1.Its 1H NMR spectrum consists of two signals,a singlet at 2.1 ppm and a multiplet centered at 7.1 ppm.Its mass spectrum shows significant peaks at m/z 120,m/z 105 and m/z 77.This information is consistent with which of the following structures?

Accepted Answer

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

Question 20

Which of these compounds will not be represented by a singlet only in the 1H NMR spectrum?

Accepted Answer

A)  Neopentane 
B)  Hexamethylbenzene 
C)  Isobutane 
D)  (Z)-1,2-Dichloroethene 
E)  (
E) -1,2-Dichloroethene

Exam 9: Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₆H₁₂O which shows no characteristic stretches in the IR between 3600-3300 cm^-1,but does around 1600 cm^-1? Relative integration is shown.

Which proton(s) of the compound below would appear as a septet in the ¹H NMR spectrum?

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₁₁H₁₄O₂? Looking at the ¹³C-NMR you notice a peak at 174 ppm.Relative integration is shown.

What is the molecular formula of this compound? m/z Intensity 78 M ⁺ _$\bullet$ 10) 00 79 1 80 3) 3 81 0) 3

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₅H₁₁NO,which shows a characteristic stretch in the IR around 1700 cm^-1,and a characteristic peak at 202 ppm in the ¹³C-NMR? Relative integration is shown.

The broadband proton-decoupled ¹³C NMR spectrum of a hexyl chloride exhibits five signals.Which of these structures could be the correct one for the compound?

Which form of electromagnetic radiation possesses the least energy?

How many ¹³C signals would 1,3-dichlorobenzene give?

Which proton(s) of the compound below would appear as a triplet in the ¹H NMR spectrum?

In the structure shown,H_b and H_c are classified as:

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₆H₁₀O₂? The ¹³C-NMR shows characteristic chemical shifts at 22.3,31.1,117.3,157.7,and 171.6 ppm.Relative integration is shown.

What compound is used as the standard "zero" reference in both carbon and proton NMR?

A shielded proton will absorb at a higher frequency (this is the end of the spectrum);and a deshielded proton will absorb at a lower frequency (the _____ end of the spectrum).

If all the protons of 1-fluoropentane could be discerned,which would you expect to be at the lowest field in the ¹H NMR spectrum of this compound?

A downfield ( $\delta$ 9-10) singlet is observed in the ¹H NMR spectrum of:

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₉H₁₈O₂ and characteristic ¹³C-NMR peaks at 11.3,21.6,25.3,49.4,67.1,and 175.5 ppm? Relative integration is shown.

Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s) indicated with the arrow?

The ¹H NMR spectrum of which of the compounds below,all of formula C₇H₁₂O₂,would consist of two singlets only?

Which of these compounds will not be represented by a singlet only in the ¹H NMR spectrum?

Exam 9: Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C6H12O which shows no characteristic stretches in the IR between 3600-3300 cm-1,but does around 1600 cm-1? Relative integration is shown.

Which proton(s) of the compound below would appear as a septet in the 1H NMR spectrum?

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C11H14O2? Looking at the 13C-NMR you notice a peak at 174 ppm.Relative integration is shown.

What is the molecular formula of this compound? m/z Intensity 78 M + ∙\bullet∙ 10) 00 79 1 80 3) 3 81 0) 3

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C5H11NO,which shows a characteristic stretch in the IR around 1700 cm-1,and a characteristic peak at 202 ppm in the 13C-NMR? Relative integration is shown.

The broadband proton-decoupled 13C NMR spectrum of a hexyl chloride exhibits five signals.Which of these structures could be the correct one for the compound?

Which form of electromagnetic radiation possesses the least energy?

How many 13C signals would 1,3-dichlorobenzene give?

Which proton(s) of the compound below would appear as a triplet in the 1H NMR spectrum?

In the structure shown,Hb and Hc are classified as:

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C6H10O2? The 13C-NMR shows characteristic chemical shifts at 22.3,31.1,117.3,157.7,and 171.6 ppm.Relative integration is shown.

What compound is used as the standard "zero" reference in both carbon and proton NMR?

A shielded proton will absorb at a higher frequency (this is the ________ end of the spectrum);and a deshielded proton will absorb at a lower frequency (the _____________ end of the spectrum).

If all the protons of 1-fluoropentane could be discerned,which would you expect to be at the lowest field in the 1H NMR spectrum of this compound?

A downfield ( δ\deltaδ 9-10) singlet is observed in the 1H NMR spectrum of:

What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C9H18O2 and characteristic 13C-NMR peaks at 11.3,21.6,25.3,49.4,67.1,and 175.5 ppm? Relative integration is shown.

Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s) indicated with the arrow?

The 1H NMR spectrum of which of the compounds below,all of formula C7H12O2,would consist of two singlets only?

Which of these compounds will not be represented by a singlet only in the 1H NMR spectrum?

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₆H₁₂O which shows no characteristic stretches in the IR between 3600-3300 cm^-1,but does around 1600 cm^-1? Relative integration is shown.

Which proton(s) of the compound below would appear as a septet in the ¹H NMR spectrum?

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₁₁H₁₄O₂? Looking at the ¹³C-NMR you notice a peak at 174 ppm.Relative integration is shown.

What is the molecular formula of this compound? m/z Intensity 78 M ⁺ _$\bullet$ 10) 00 79 1 80 3) 3 81 0) 3

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₅H₁₁NO,which shows a characteristic stretch in the IR around 1700 cm^-1,and a characteristic peak at 202 ppm in the ¹³C-NMR? Relative integration is shown.

The broadband proton-decoupled ¹³C NMR spectrum of a hexyl chloride exhibits five signals.Which of these structures could be the correct one for the compound?

How many ¹³C signals would 1,3-dichlorobenzene give?

Which proton(s) of the compound below would appear as a triplet in the ¹H NMR spectrum?

In the structure shown,H_b and H_c are classified as:

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₆H₁₀O₂? The ¹³C-NMR shows characteristic chemical shifts at 22.3,31.1,117.3,157.7,and 171.6 ppm.Relative integration is shown.

A shielded proton will absorb at a higher frequency (this is the end of the spectrum);and a deshielded proton will absorb at a lower frequency (the _____ end of the spectrum).

If all the protons of 1-fluoropentane could be discerned,which would you expect to be at the lowest field in the ¹H NMR spectrum of this compound?

A downfield ( $\delta$ 9-10) singlet is observed in the ¹H NMR spectrum of:

What is the structure of the compound in the following ¹H-NMR spectrum with the molecular formula C₉H₁₈O₂ and characteristic ¹³C-NMR peaks at 11.3,21.6,25.3,49.4,67.1,and 175.5 ppm? Relative integration is shown.

The ¹H NMR spectrum of which of the compounds below,all of formula C₇H₁₂O₂,would consist of two singlets only?

Which of these compounds will not be represented by a singlet only in the ¹H NMR spectrum?