Question 1

Which reagent(s)would serve as the basis for a simple chemical test that would distinguish between benzene and 1-hexene?

Accepted Answer

A)  NaOH in H2O 
B)  Br2 in CCl4 
C)  AgNO3 in C2H5OH 
D)  NaHSO3 in H2O 
E)  None of these 
A)  NaOH in H2O 
B)  Br2 in CCl4 
C)  AgNO3 in C2H5OH 
D)  NaHSO3 in H2O 
E)  None of these B

Question 2

Which annulene would you NOT expect to be aromatic?

Accepted Answer

A)  [6]-Annulene 
B)  [14]-Annulene 
C)  [16]-Annulene 
D)  [18]-Annulene 
E)  [22]-Annulene 
A)  [6]-Annulene 
B)  [14]-Annulene 
C)  [16]-Annulene 
D)  [18]-Annulene 
E)  [22]-Annulene C

Question 3

Which of these compounds absorbs at the longest wavelength in the UV-visible region?

Accepted Answer

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

Question 4

How many resonances would be expected in the broad-band decoupled C-13 spectra of:

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  5 
E)  6 
A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 5

Give the IUPAC name for the following substance:

Accepted Answer

2-methyl-4

Question 6

Which of the following statements regarding the cycloheptatrienyl anion is correct?

Accepted Answer

A)  It is aromatic. 
B)  It is not aromatic. 
C)  It obeys Hückel's rule. 
D)  It undergoes reactions characteristic of benzene. 
E)  It has a closed shell of 6 pi-electrons. 
A)  It is aromatic. 
B)  It is not aromatic. 
C)  It obeys Hückel's rule. 
D)  It undergoes reactions characteristic of benzene. 
E)  It has a closed shell of 6 pi-electrons.

Question 7

In the molecular orbital model of benzene,how many  $\pi$-bonding molecular orbitals are there?

Accepted Answer

A)  6 
B)  5 
C)  4 
D)  3 
E)  2 
A)  6 
B)  5 
C)  4 
D)  3 
E)  2

Question 8

Molecular orbitals of equal energy are referred to as _________ orbitals.

Accepted Answer

The answer of Molecular orbitals of equal energy are referred...

Question 9

Which of the following would you expect to be aromatic?

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 10

Consider the molecular orbital model of cyclopentadienyl anion.In the ground state how many molecular orbitals are filled with electrons?

Accepted Answer

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

Question 11

Pyrrole is not particularly basic,because the lone pair on the nitrogen is ______________.

Accepted Answer

part of th

Question 12

Anisole is the name commonly assigned to:

Accepted Answer

A)  Hydroxybenzene 
B)  Aminobenzene 
C)  Methylbenzene 
D)  Ethylbenzene 
E)  Methoxybenzene 
A)  Hydroxybenzene 
B)  Aminobenzene 
C)  Methylbenzene 
D)  Ethylbenzene 
E)  Methoxybenzene

Question 13

How many monochloronaphthalenes are possible?

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  5 
E)  6 
A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 14

Recalling that benzene has a resonance energy of 152 kJ mol-1 and naphthalene has a resonance energy of 255 kJ mol-1,predict the positions which would be occupied by bromine when phenanthrene (below)undergoes addition of Br2.

Accepted Answer

A)  1,2 
B)  1,4 
C)  3,4 
D)  7,8 
E)  9,10 
A)  1,2 
B)  1,4 
C)  3,4 
D)  7,8 
E)  9,10

Question 15

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate  $\pi$-bonding molecular orbitals are there?

Accepted Answer

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

Question 16

Draw the structure corresponding to the following name: 2-bromo-5-nitrophenol

Accepted Answer

The answer of Draw the structure corresponding to the following...

Question 17

In the molecular orbital model of the cyclopentadienyl cation,how many non-bonding molecular orbitals are there?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  0 
A)  1 
B)  2 
C)  3 
D)  4 
E)  0

Question 18

Which of the following substances,C9H10O,would exhibit seven signals in its 13C NMR spectrum?

Accepted Answer

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

Question 19

Which of these would you expect to have significant resonance stabilization energy?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  All of the above 
E)  None of the above 
A)  I 
B)  II 
C)  III 
D)  All of the above 
E)  None of the above

Question 20

Which of the following is NOT 2-bromo-5-nitrobenzoic acid?

Accepted Answer

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

Exam 14: Aromatic Compounds

Which reagent(s)would serve as the basis for a simple chemical test that would distinguish between benzene and 1-hexene?

Which annulene would you NOT expect to be aromatic?

Which of these compounds absorbs at the longest wavelength in the UV-visible region?

How many resonances would be expected in the broad-band decoupled C-13 spectra of:

Give the IUPAC name for the following substance:

Which of the following statements regarding the cycloheptatrienyl anion is correct?

In the molecular orbital model of benzene,how many π\piπ -bonding molecular orbitals are there?

Molecular orbitals of equal energy are referred to as _________ orbitals.

Which of the following would you expect to be aromatic?

Consider the molecular orbital model of cyclopentadienyl anion.In the ground state how many molecular orbitals are filled with electrons?

Pyrrole is not particularly basic,because the lone pair on the nitrogen is ______________.

Anisole is the name commonly assigned to:

How many monochloronaphthalenes are possible?

Recalling that benzene has a resonance energy of 152 kJ mol-1 and naphthalene has a resonance energy of 255 kJ mol-1,predict the positions which would be occupied by bromine when phenanthrene (below)undergoes addition of Br2.

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate π\piπ -bonding molecular orbitals are there?

Draw the structure corresponding to the following name: 2-bromo-5-nitrophenol

In the molecular orbital model of the cyclopentadienyl cation,how many non-bonding molecular orbitals are there?

Which of the following substances,C9H10O,would exhibit seven signals in its 13C NMR spectrum?

Which of these would you expect to have significant resonance stabilization energy?

Which of the following is NOT 2-bromo-5-nitrobenzoic acid?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

In the molecular orbital model of benzene,how many $\pi$ -bonding molecular orbitals are there?

Recalling that benzene has a resonance energy of 152 kJ mol^-1 and naphthalene has a resonance energy of 255 kJ mol^-1,predict the positions which would be occupied by bromine when phenanthrene (below)undergoes addition of Br₂.

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate $\pi$ -bonding molecular orbitals are there?

Which of the following substances,C₉H₁₀O,would exhibit seven signals in its ¹³C NMR spectrum?