Question 1

What intermolecular attractions exist in a pure sample of methylthiol, CH3SH?

Accepted Answer

London dispersion forces and dipole-dipole attractions.

Question 2

Which molecule below is an alkene?

Accepted Answer

A)  CH3CH2OCH2CH3 
B)  (CH3)2CHCH2OH 
C)  (CH3)2C=CH2 
D)  (CH3)2CHCH2NH2 
E)  CH3CH2CH2CO2H 
A)  CH3CH2OCH2CH3 
B)  (CH3)2CHCH2OH 
C)  (CH3)2C=CH2 
D)  (CH3)2CHCH2NH2 
E)  CH3CH2CH2CO2H C

Question 3

The hybridization of the nitrogen in the molecule shown below is sp2. Briefly explain why.

Accepted Answer

This molecule has resonance structures where the lone pair on the nitrogen is delocalized in to the ring through a pi bond. This requires the nitrogen to be sp² hybridized.

Question 4

Use the following structure for the two questions below.
Saquinavir Structure  
-Which of the molecules below can be properly called an amine?

Accepted Answer

A)  CH3CN 
B)  CH3COOH 
C)  CH3CH2CH2OH 
D)  CH3CH2NHCH3 
E)  CH3CH2CH2NO2 
A)  CH3CN 
B)  CH3COOH 
C)  CH3CH2CH2OH 
D)  CH3CH2NHCH3 
E)  CH3CH2CH2NO2

Question 5

What kind of molecular orbital (σ, σ*, π, or π*) results when the two atomic orbitals shown below interact in the manner indicated?

Accepted Answer

Question 6

The HNC bond angle in the cation [CH2NH2]+ is approximately ________.

Accepted Answer

A)  60° 
B)  90° 
C)  109.5° 
D)  120° 
E)  180° 
A)  60° 
B)  90° 
C)  109.5° 
D)  120° 
E)  180°

Question 7

Which of the following statements about π molecular orbitals is/are correct?

Accepted Answer

A)  π molecular orbitals are cylindrically symmetric. 
B)  Most of the electron density in a π molecular orbital is centered above and below the internuclear axis. 
C)  When two atoms are connected by a double bond, both of these bonds are π bonds. 
D)  Both statements B and C are correct. 
E)  Statements A, B, and C are all correct. 
A)  π molecular orbitals are cylindrically symmetric. 
B)  Most of the electron density in a π molecular orbital is centered above and below the internuclear axis. 
C)  When two atoms are connected by a double bond, both of these bonds are π bonds. 
D)  Both statements B and C are correct. 
E)  Statements A, B, and C are all correct.

Question 8

Sodium hydride (NaH) is a base that is commonly used in organic reactions. The pKa of H2 is 36. Which of the following compounds could not be used as a solvent if you were using NaH?

Accepted Answer

A)    
B)    
C)  CH3CH2OH 
D)  CH3CH2CH2CH2CH3CH3 
A)    
B)    
C)  CH3CH2OH 
D)  CH3CH2CH2CH2CH3CH3

Question 9

Which of the following statements concerning the cyclic molecule shown is not true?

Accepted Answer

A)  It contains a π molecular orbital formed by the overlap of a carbon p atomic orbital with an oxygen p atomic orbital. 
B)  It contains a σ molecular orbital formed by the overlap of two carbon sp2 hybrid atomic orbitals. 
C)  It contains a σ molecular orbital formed by the overlap of two carbon sp3 hybrid atomic orbitals. 
D)  It contains a π molecular orbital formed by the overlap of two carbon p atomic orbitals. 
E)  It contains a σ molecular orbital formed by the overlap of a carbon p atomic orbital with an oxygen sp3 atomic orbital. 
A)  It contains a π molecular orbital formed by the overlap of a carbon p atomic orbital with an oxygen p atomic orbital. 
B)  It contains a σ molecular orbital formed by the overlap of two carbon sp2 hybrid atomic orbitals. 
C)  It contains a σ molecular orbital formed by the overlap of two carbon sp3 hybrid atomic orbitals. 
D)  It contains a π molecular orbital formed by the overlap of two carbon p atomic orbitals. 
E)  It contains a σ molecular orbital formed by the overlap of a carbon p atomic orbital with an oxygen sp3 atomic orbital.

Question 10

An orbital can be described by its ________, which is the mathematical description of the shape of the electron wave as it oscillates.

Accepted Answer

The answer of An orbital can be described by its...

Question 11

The HCH bond angle in allene (H2CCCH2) is ________.

Accepted Answer

Question 12

Choose the correct hybridization for the atom indicated in the molecule below.

Accepted Answer

A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above 
A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above

Question 13

Consider 1,2-dibromoethene, shown below. Use arrows to represent the individual bond dipoles. Would you expect this molecule to be polar? Briefly explain your reasoning.

Accepted Answer

@#IMG-DLM& No, you would not expect this

Question 14

How many carbon-carbon σ bonds are present in the molecule shown?

Accepted Answer

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

Question 15

Clonazapam (TM) is used to treat seizures and panic disorders and is shown below. Are there any aromatic hydrocarbons in the molecule? If so, circle them.

Accepted Answer

Yes, there

Question 16

Draw a three-dimensional model of methanol, CH3OH, including lone pairs of electrons using wedges, dashes and straight lines.

Accepted Answer

Question 17

Choose the correct hybridization for the atom indicated in the molecule below.

Accepted Answer

A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above 
A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above

Question 18

From a molecular orbital perspective why isn't there relatively free rotation about the carbon-carbon double bond in ethene (CH2=CH2)?

Accepted Answer

Two carbon p atomic orbitals overlap sid

Question 19

Choose the correct hybridization for the atom indicated in the molecule below.

Accepted Answer

A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above 
A)  sp 
B)  sp2 
C)  sp3 
D)  none of the above

Question 20

Vildagliptin is a recently released antidiabetic drug (J. Med. Chem. 2010, 7902). Circle and name each functional group in vildagliptin.

Accepted Answer

The answer of Vildagliptin is a recently released antidiabetic drug...

Exam 2: Acids and Bases; Functional Groups

What intermolecular attractions exist in a pure sample of methylthiol, CH3SH?

Which molecule below is an alkene?

The hybridization of the nitrogen in the molecule shown below is sp2. Briefly explain why.

Use the following structure for the two questions below. Saquinavir Structure -Which of the molecules below can be properly called an amine?

What kind of molecular orbital (σ, σ*, π, or π*) results when the two atomic orbitals shown below interact in the manner indicated?

The HNC bond angle in the cation [CH2NH2]+ is approximately ________.

Which of the following statements about π molecular orbitals is/are correct?

Sodium hydride (NaH) is a base that is commonly used in organic reactions. The pKa of H2 is 36. Which of the following compounds could not be used as a solvent if you were using NaH?

Which of the following statements concerning the cyclic molecule shown is not true?

An orbital can be described by its ________, which is the mathematical description of the shape of the electron wave as it oscillates.

The HCH bond angle in allene (H2CCCH2) is ________.

Choose the correct hybridization for the atom indicated in the molecule below.

Consider 1,2-dibromoethene, shown below. Use arrows to represent the individual bond dipoles. Would you expect this molecule to be polar? Briefly explain your reasoning.

How many carbon-carbon σ bonds are present in the molecule shown?

Clonazapam (TM) is used to treat seizures and panic disorders and is shown below. Are there any aromatic hydrocarbons in the molecule? If so, circle them.

Draw a three-dimensional model of methanol, CH3OH, including lone pairs of electrons using wedges, dashes and straight lines.

Choose the correct hybridization for the atom indicated in the molecule below.

From a molecular orbital perspective why isn't there relatively free rotation about the carbon-carbon double bond in ethene (CH2=CH2)?

Choose the correct hybridization for the atom indicated in the molecule below.

Vildagliptin is a recently released antidiabetic drug (J. Med. Chem. 2010, 7902). Circle and name each functional group in vildagliptin.

Structure and Bonding

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

What intermolecular attractions exist in a pure sample of methylthiol, CH₃SH?

The hybridization of the nitrogen in the molecule shown below is sp². Briefly explain why.

What kind of molecular orbital (σ, σ^, π, or π^) results when the two atomic orbitals shown below interact in the manner indicated?

The HNC bond angle in the cation [CH₂NH₂]⁺ is approximately ________.

Sodium hydride (NaH) is a base that is commonly used in organic reactions. The pKa of H₂ is 36. Which of the following compounds could not be used as a solvent if you were using NaH?

The HCH bond angle in allene (H₂CCCH₂) is ________.

Draw a three-dimensional model of methanol, CH₃OH, including lone pairs of electrons using wedges, dashes and straight lines.

From a molecular orbital perspective why isn't there relatively free rotation about the carbon-carbon double bond in ethene (CH₂=CH₂)?