Question 1

Which feature in the 1H NMR spectrum provides information about the electronic environment of the protons in a compound?

Accepted Answer

A)  number of signals 
B)  integration of signals 
C)  splitting of signals 
D)  chemical shift 
A)  number of signals 
B)  integration of signals 
C)  splitting of signals 
D)  chemical shift D

Question 2

Which of the following compounds gives a 1H NMR spectrum consisting of only two singlets?

Accepted Answer

A)  CH3OCH2CH2OCH2CH3 
B)  CH3OCH2CH2CH2CH2OH 
C)  CH3OC(CH3)2OCH3 
D)  CH3OCH2CH(CH3)OCH3 
A)  CH3OCH2CH2OCH2CH3 
B)  CH3OCH2CH2CH2CH2OH 
C)  CH3OC(CH3)2OCH3 
D)  CH3OCH2CH(CH3)OCH3 C

Question 3

Which of the following bonds undergoes stretching at the highest frequency?

Accepted Answer

A)  C=O 
B)  C-O 
C)  C=C 
D)  C-C 
A)  C=O 
B)  C-O 
C)  C=C 
D)  C-C A

Question 4

Instructions: Answer the following question(s) for the compound whose 1H NMR spectra is shown below.
C4H8O   (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/)
Refer to instructions. Describe each signal in terms of its integration, splitting and chemical shift.

Accepted Answer

The signals at 1.05 and 2.45 d are chara

Question 5

The amount of energy in infrared light corresponds to:

Accepted Answer

A)  the amount of energy needed to promote one electron from a bonding to an antibonding molecular orbital 
B)  the amount of energy needed to fragment a molecule 
C)  the amount of energy needed to strip a molecule of one electron to generate a cation radical 
D)  the amount of energy needed to increase certain molecular motions, such as bond vibrations, in organic molecules 
A)  the amount of energy needed to promote one electron from a bonding to an antibonding molecular orbital 
B)  the amount of energy needed to fragment a molecule 
C)  the amount of energy needed to strip a molecule of one electron to generate a cation radical 
D)  the amount of energy needed to increase certain molecular motions, such as bond vibrations, in organic molecules

Question 6

Assume you are carrying out the conversion of 1-bromobutane to butan-1-ol. How could you use IR spectroscopy to determine when the reaction is complete?

Accepted Answer

The infrared spectrum of the starting br

Question 7

Instructions: The following questions pertain to the charting of NMR spectra. MATCH a term to each description below. Place the letter of the term in the blank to the left of the description.
-Refer to instructions. __________ The NMR charts are calibrated using an arbitrary scale that is divided into __________ units.

Accepted Answer

A) 	TMS 
B) 	high-field or upfield side 
C) 	MHz 
D) 	delta d 
E) 	low-field or downfield side
F)	chemical shift
G)	specific absorption 
A) 	TMS 
B) 	high-field or upfield side 
C) 	MHz 
D) 	delta d 
E) 	low-field or downfield side
F)	chemical shift
G)	specific absorption

Question 8

Which of the following regions in the electromagnetic spectrum corresponds to the radiation with the highest energy?

Accepted Answer

A)  radio waves 
B)  ultraviolet 
C)  infrared 
D)  visible 
A)  radio waves 
B)  ultraviolet 
C)  infrared 
D)  visible

Question 9

Which feature in the 1H NMR spectrum provides information about the relative numbers of hydrogen atoms of each type found in a compound?

Accepted Answer

A)  number of signals 
B)  integration of signals 
C)  splitting of signals 
D)  chemical shift 
A)  number of signals 
B)  integration of signals 
C)  splitting of signals 
D)  chemical shift

Question 10

Examining the infrared spectrum of a compound allows us to:

Accepted Answer

A)  determine the types of functional groups present in the compound 
B)  determine the carbon-hydrogen framework of the compound 
C)  determine the molecular weight of the compound 
D)  determine the nature of the conjugated pi electron system in the compound 
A)  determine the types of functional groups present in the compound 
B)  determine the carbon-hydrogen framework of the compound 
C)  determine the molecular weight of the compound 
D)  determine the nature of the conjugated pi electron system in the compound

Question 11

When an organic molecule is irradiated with ultraviolet radiation, the energy absorbed by the molecule corresponds to:
 a.	the amount necessary to increase molecular motions in functional groups
b.	the amount necessary to excite electrons from one molecular orbital to another
c.	the amount necessary to "flip" the spin of atomic nuclei
d.	the amount necessary to strip a molecule of one electron to generate a radical cation

Accepted Answer

The answer of When an organic molecule is irradiated with...

Question 12

Which of the following would produce only singlets in an 1H NMR spectrum?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  all of these produce only singlets 
A)  A 
B)  B 
C)  C 
D)  D 
E)  all of these produce only singlets

Question 13

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm-1 (sharp peak) and 2150 cm-1 (sharp peak)?

Accepted Answer

A)  $$\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { C } \equiv \mathrm { CH }$$ 
B)  $$\mathrm { CH } _ { 3 } \mathrm { C } \equiv \mathrm { CCH } _ { 3 }$$ 
C)    
D)    
A)  $$\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { C } \equiv \mathrm { CH }$$ 
B)  $$\mathrm { CH } _ { 3 } \mathrm { C } \equiv \mathrm { CCH } _ { 3 }$$ 
C)    
D)

Question 14

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s).   (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/)
Refer to instructions. What peak represents the base peak?

Accepted Answer

The peak a

Question 15

Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled 13C NMR spectra.
Number of signals:

Accepted Answer

Question 16

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s).   (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/)
Refer to instructions. What peak represents M+?

Accepted Answer

The peak a

Question 17

Instructions: Predict the splitting patterns you would expect for each proton in the molecules below:
Predict:

Accepted Answer

The answer of Instructions: Predict the splitting patterns you would...

Question 18

Instructions: Match each of the following groups of bond-types to the region of the infrared spectrum in which their absorptions occur.

Accepted Answer

The answer of Instructions: Match each of the following groups...

Question 19

Instructions: The following questions pertain to the charting of NMR spectra. MATCH a term to each description below. Place the letter of the term in the blank to the left of the description.
-Refer to instructions. __________ When looking at an NMR chart the right-hand part of the chart is the __________.

Accepted Answer

A) 	TMS 
B) 	high-field or upfield side 
C) 	MHz 
D) 	delta d 
E) 	low-field or downfield side
F)	chemical shift
G)	specific absorption 
A) 	TMS 
B) 	high-field or upfield side 
C) 	MHz 
D) 	delta d 
E) 	low-field or downfield side
F)	chemical shift
G)	specific absorption

Question 20

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm-1 (strong, broad peak) and 1640 cm-1 (sharp, weak peak)?

Accepted Answer

A)    
B)    
C)    
D)    
A)    
B)    
C)    
D)

Which feature in the ¹H NMR spectrum provides information about the electronic environment of the protons in a compound?

Which of the following compounds gives a ¹H NMR spectrum consisting of only two singlets?

Which of the following bonds undergoes stretching at the highest frequency?

Instructions: Answer the following question(s) for the compound whose ¹H NMR spectra is shown below. C₄H₈O (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. Describe each signal in terms of its integration, splitting and chemical shift.

The amount of energy in infrared light corresponds to:

Assume you are carrying out the conversion of 1-bromobutane to butan-1-ol. How could you use IR spectroscopy to determine when the reaction is complete?

Instructions: The following questions pertain to the charting of NMR spectra. MATCH a term to each description below. Place the letter of the term in the blank to the left of the description. -Refer to instructions. The NMR charts are calibrated using an arbitrary scale that is divided into units.

Which of the following regions in the electromagnetic spectrum corresponds to the radiation with the highest energy?

Which feature in the ¹H NMR spectrum provides information about the relative numbers of hydrogen atoms of each type found in a compound?

Examining the infrared spectrum of a compound allows us to:

Which of the following would produce only singlets in an ¹H NMR spectrum?

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm^-1 (sharp peak) and 2150 cm^-1 (sharp peak)?

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s). (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. What peak represents the base peak?

Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled ¹³C NMR spectra. Number of signals:

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s). (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. What peak represents M⁺?

Instructions: Predict the splitting patterns you would expect for each proton in the molecules below: Predict:

Instructions: Match each of the following groups of bond-types to the region of the infrared spectrum in which their absorptions occur.

Instructions: The following questions pertain to the charting of NMR spectra. MATCH a term to each description below. Place the letter of the term in the blank to the left of the description. -Refer to instructions. When looking at an NMR chart the right-hand part of the chart is the .

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm^-1 (strong, broad peak) and 1640 cm^-1 (sharp, weak peak)?

Structure and Bonding:acids and Bases

Alkanes: The Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Sterechemistry at Tetrahedral Centers

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution Reactions and Condensation Reactions

Amines

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Exam 13: Structure Determination

Which feature in the 1H NMR spectrum provides information about the electronic environment of the protons in a compound?

Which of the following compounds gives a 1H NMR spectrum consisting of only two singlets?

Which of the following bonds undergoes stretching at the highest frequency?

Instructions: Answer the following question(s) for the compound whose 1H NMR spectra is shown below. C4H8O (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. Describe each signal in terms of its integration, splitting and chemical shift.

The amount of energy in infrared light corresponds to:

Assume you are carrying out the conversion of 1-bromobutane to butan-1-ol. How could you use IR spectroscopy to determine when the reaction is complete?

Which of the following regions in the electromagnetic spectrum corresponds to the radiation with the highest energy?

Which feature in the 1H NMR spectrum provides information about the relative numbers of hydrogen atoms of each type found in a compound?

Examining the infrared spectrum of a compound allows us to:

Which of the following would produce only singlets in an 1H NMR spectrum?

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm-1 (sharp peak) and 2150 cm-1 (sharp peak)?

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s). (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. What peak represents the base peak?

Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled 13C NMR spectra. Number of signals:

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s). (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. What peak represents M+?

Instructions: Predict the splitting patterns you would expect for each proton in the molecules below: Predict:

Instructions: Match each of the following groups of bond-types to the region of the infrared spectrum in which their absorptions occur.

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm-1 (strong, broad peak) and 1640 cm-1 (sharp, weak peak)?

Structure and Bonding:acids and Bases

Alkanes: The Nature of Organic Compounds

Alkenes and Alkynes: the Nature of Organic Reactions

Reactions of Alkenes and Alkynes

Aromatic Compounds

Sterechemistry at Tetrahedral Centers

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, Ethers, and Their Sulfur Analogs

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution Reactions and Condensation Reactions

Amines

Biomolecules: Carbohydrates

Biomolecules: Amino Acids, Peptides, and Proteins

Biomolecules: Lipids and Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Filters

Which feature in the ¹H NMR spectrum provides information about the electronic environment of the protons in a compound?

Which of the following compounds gives a ¹H NMR spectrum consisting of only two singlets?

Instructions: Answer the following question(s) for the compound whose ¹H NMR spectra is shown below. C₄H₈O (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. Describe each signal in terms of its integration, splitting and chemical shift.

Which feature in the ¹H NMR spectrum provides information about the relative numbers of hydrogen atoms of each type found in a compound?

Which of the following would produce only singlets in an ¹H NMR spectrum?

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm^-1 (sharp peak) and 2150 cm^-1 (sharp peak)?

Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled ¹³C NMR spectra. Number of signals:

Instructions: Refer to the mass spectrum of 2-methylbutane shown below to answer the following question(s). (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/) Refer to instructions. What peak represents M⁺?

Which of the following compounds gives an infrared spectrum with peaks at 3300 cm^-1 (strong, broad peak) and 1640 cm^-1 (sharp, weak peak)?