Question 1

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 2

Assuming that the sulfur atom is sp2-hybridized, there are _____ π-electrons in the sulfathiazole ring.

Accepted Answer

Question 3

What are the relative positions of the substituents in the following structure?

Accepted Answer

A)  anti 
B)  meta 
C)  ortho 
D)  para 
A)  anti 
B)  meta 
C)  ortho 
D)  para

Question 4

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A)  1 > 2 > 3 
B)  2 > 3 > 1 
C)  3 > 2 > 1 
D)  2 > 1 > 3 
A)  1 > 2 > 3 
B)  2 > 3 > 1 
C)  3 > 2 > 1 
D)  2 > 1 > 3

Question 5

What is the IUPAC name of the following compound?

Accepted Answer

A)  1-bromo-2-fluoro-4-toluene 
B)  4-bromo-2-fluorotoluene 
C)  2-bromo-4-fluorophenol 
D)  4-bromo-2-fluoroxylene 
A)  1-bromo-2-fluoro-4-toluene 
B)  4-bromo-2-fluorotoluene 
C)  2-bromo-4-fluorophenol 
D)  4-bromo-2-fluoroxylene

Question 6

Consider the following structure.  
-This structure contains ____ π electrons.

Accepted Answer

The answer of Consider the following structure.  
-This structure...

Question 7

Which of the following compounds is aromatic?

Accepted Answer

A)  ethane 
B)  cyclobutadiene 
C)  benzene 
D)  cyclooctatetraene 
A)  ethane 
B)  cyclobutadiene 
C)  benzene 
D)  cyclooctatetraene

Question 8

What is the hybridization of the oxygen atom of furan?

Accepted Answer

A)  s 
B)  sp 
C)  sp2 
D)  sp3 
A)  s 
B)  sp 
C)  sp2 
D)  sp3

Question 9

Which of the following is not true about [18]annulene?

Accepted Answer

A)  [18]annulene is planar 
B)  [18]annulene is aromatic 
C)  [18]annulene gives one peak in the 1H NMR spectrum 
D)  [18]annulene has 18 pi bonds 
A)  [18]annulene is planar 
B)  [18]annulene is aromatic 
C)  [18]annulene gives one peak in the 1H NMR spectrum 
D)  [18]annulene has 18 pi bonds

Question 10

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  3 > 2 > 1 
D)  1 > 3 > 2 
A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  3 > 2 > 1 
D)  1 > 3 > 2

Question 11

Provide a brief explanation of why the cyclopentadienyl anion (below) is aromatic. Your answer should identify the hybridization of each carbon atom and account for which electrons are in the pi system.

Accepted Answer

The all five carbons are sp² hybridized.

Question 12

Phenols are stronger acids than alcohols because of the resonance stabilization of alkoxide ions.

Accepted Answer

A) True 
 B)False

Question 13

What are the relative positions of the substituents in the following structure?

Accepted Answer

A)  anti 
B)  meta 
C)  ortho 
D)  para 
A)  anti 
B)  meta 
C)  ortho 
D)  para

Question 14

Why are nitrophenols more acidic than phenols?

Accepted Answer

Nitro phenols are more acidic than pheno

Question 15

What is the IUPAC name of the following compound?

Accepted Answer

A)  2,4-dibromotoluene 
B)  2,4-dibromophenol 
C)  2,4-dibromohydroxybenzene 
D)  4,6-dibromophenol 
A)  2,4-dibromotoluene 
B)  2,4-dibromophenol 
C)  2,4-dibromohydroxybenzene 
D)  4,6-dibromophenol

Question 16

What is the best choice of reagent to achieve the following reaction?

Accepted Answer

A)  Br2, CCl4 
B)  HBr, H2O 
C)  Br2, light 
D)  NaBr 
A)  Br2, CCl4 
B)  HBr, H2O 
C)  Br2, light 
D)  NaBr

Question 17

How many p orbital electrons are present in cyclopentadienyl anion?

Accepted Answer

A)  4 
B)  6 
C)  7 
D)  8 
A)  4 
B)  6 
C)  7 
D)  8

Question 18

What is the correct assignment of the names of the following heterocycles?

Accepted Answer

A)  1 = pyrrole; 2 = thiophene; 3 = pyridine 
B)  1 = thiophene; 2 = furan; 3 = pyrrole 
C)  1 = furan; 2 = pyrrole; 3 = thiophene 
D)  1 = furan; 2 = thiophene; 3 = pyrrole 
A)  1 = pyrrole; 2 = thiophene; 3 = pyridine 
B)  1 = thiophene; 2 = furan; 3 = pyrrole 
C)  1 = furan; 2 = pyrrole; 3 = thiophene 
D)  1 = furan; 2 = thiophene; 3 = pyrrole

Question 19

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  3 > 2 > 1 
D)  1 > 3 > 2 
A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  3 > 2 > 1 
D)  1 > 3 > 2

Question 20

What is the best choice of reagent to achieve the following reaction?

Accepted Answer

A)  H2SO4 
B)  NaOH, H2O 
C)  K2Cr2O7, H2SO4 
D)  H2/Pd 
A)  H2SO4 
B)  NaOH, H2O 
C)  K2Cr2O7, H2SO4 
D)  H2/Pd

Exam 21: Benzene and the Concept of Aromaticity

What is the major organic product obtained from the following reaction?

Assuming that the sulfur atom is sp2-hybridized, there are _____ π-electrons in the sulfathiazole ring.

What are the relative positions of the substituents in the following structure?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

What is the IUPAC name of the following compound?

Consider the following structure. -This structure contains ____ π electrons.

Which of the following compounds is aromatic?

What is the hybridization of the oxygen atom of furan?

Which of the following is not true about [18]annulene?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Provide a brief explanation of why the cyclopentadienyl anion (below) is aromatic. Your answer should identify the hybridization of each carbon atom and account for which electrons are in the pi system.

Phenols are stronger acids than alcohols because of the resonance stabilization of alkoxide ions.

What are the relative positions of the substituents in the following structure?

Why are nitrophenols more acidic than phenols?

What is the IUPAC name of the following compound?

What is the best choice of reagent to achieve the following reaction?

How many p orbital electrons are present in cyclopentadienyl anion?

What is the correct assignment of the names of the following heterocycles?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

What is the best choice of reagent to achieve the following reaction?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

Assuming that the sulfur atom is sp²-hybridized, there are _____ π-electrons in the sulfathiazole ring.