Question 1

Which compound is a bicycloheptane?

Accepted Answer

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

Question 2

Which is the correct name for the compound shown below?

Accepted Answer

A) Bicyclo[2.2.0]hexane 
B) Bicyclo[2.2.0]butane 
C) Bicyclo[2.2.2]hexane 
D) Bicyclo[2.2.1]hexane 
E) Disquarane 
A) Bicyclo[2.2.0]hexane 
B) Bicyclo[2.2.0]butane 
C) Bicyclo[2.2.2]hexane 
D) Bicyclo[2.2.1]hexane 
E) Disquarane

Question 3

How many moles of hydrogen (H2)will react with trans,trans-hepta-3,5-dien-1-yne?

Accepted Answer

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

Question 4

Provide a name for the following compound:

Accepted Answer

A) 3-Isobutyl-2,4-dimethylhexane 
B) 3-sec-Butyl-2,5-dimethylhexane 
C) 4-sec-Butyl-2,5-dimethylhexane 
D) 4-Isopropyl-2,5-dimethylheptane 
E) 4-Isopropyl-3,6-dimethylheptane 
A) 3-Isobutyl-2,4-dimethylhexane 
B) 3-sec-Butyl-2,5-dimethylhexane 
C) 4-sec-Butyl-2,5-dimethylhexane 
D) 4-Isopropyl-2,5-dimethylheptane 
E) 4-Isopropyl-3,6-dimethylheptane

Question 5

Which of the following can be described as cis isomers?

Accepted Answer

A) I 
B) II,V 
C) III,IV 
D) I,III and IV 
E) None of these choices are cis isomers. 
A) I 
B) II,V 
C) III,IV 
D) I,III and IV 
E) None of these choices are cis isomers.

Question 6

What is the index of hydrogen deficiency (or degree of unsaturation)for the following molecule?

Accepted Answer

A) 3 
B) 4 
C) 5 
D) 6 
E) 7 
A) 3 
B) 4 
C) 5 
D) 6 
E) 7

Question 7

What is the correct IUPAC name for the following compound?

Accepted Answer

A) 5-Ethyl-3-methylhexanol 
B) 5-Ethyl-3-methyl-1-hexanol 
C) 2-Ethyl-4-methyl-6-hexanol 
D) 3,5-Dimethyl-7-heptanol 
E) 3,5-Dimethyl-1-heptanol 
A) 5-Ethyl-3-methylhexanol 
B) 5-Ethyl-3-methyl-1-hexanol 
C) 2-Ethyl-4-methyl-6-hexanol 
D) 3,5-Dimethyl-7-heptanol 
E) 3,5-Dimethyl-1-heptanol

Question 8

If a molecule has an index of hydrogen deficiency equal to zero that means that the molecule must be acyclic.

Accepted Answer

A) True 
 B)False

Question 9

What is the index of hydrogen deficiency (or degree of unsaturation)of the following molecule?

Accepted Answer

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

Question 10

Which of the following is bicyclo[3.2.2]nonane?

Accepted Answer

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

Question 11

The most stable conformation of cis-1-tert-butyl-2-methylcyclohexane is the one in which:

Accepted Answer

A) the tert-butyl group is axial and the methyl group is equatorial in a chair conformation. 
B) the methyl group is axial and the tert-butyl group is equatorial in a chair conformation . 
C) both groups are axial in a chair conformation. 
D) both groups are equatorial in a chair conformation. 
E) the twist boat conformation is adopted. 
A) the tert-butyl group is axial and the methyl group is equatorial in a chair conformation. 
B) the methyl group is axial and the tert-butyl group is equatorial in a chair conformation . 
C) both groups are axial in a chair conformation. 
D) both groups are equatorial in a chair conformation. 
E) the twist boat conformation is adopted.

Question 12

The IUPAC name for diisobutylacetylene is

Accepted Answer

A) 2,7-Dimethyl-4-octene 
B) 2,7-Dimethyl-4-octyne 
C) 3,6-Dimethyl-4-octyne 
D) 2,5-Diethyl-3-hexyne 
E) 2,2,5,5-Tetramethyl-3-hexyne 
A) 2,7-Dimethyl-4-octene 
B) 2,7-Dimethyl-4-octyne 
C) 3,6-Dimethyl-4-octyne 
D) 2,5-Diethyl-3-hexyne 
E) 2,2,5,5-Tetramethyl-3-hexyne

Question 13

Which of the following is a conformer of trans-1,2-diethylcyclohexane?

Accepted Answer

A) I and II 
B) I,II and III 
C) I and IV 
D) all of these choices 
E) none of these choices 
A) I and II 
B) I,II and III 
C) I and IV 
D) all of these choices 
E) none of these choices

Question 14

Provide a name for the following compound:

Accepted Answer

A) 2-Bromo-4-chloro-4-isopropylpentane 
B) 4-Bromo-2-chloro-2-isopropylpentane 
C) 5-Bromo-3-chloro-2,3-dimethylhexane 
D) 2-Bromo-4-chloro-4,5-dimethylhexane 
E) 2-(2-Bromopropyl)-2-chloro-3-methylbutane 
A) 2-Bromo-4-chloro-4-isopropylpentane 
B) 4-Bromo-2-chloro-2-isopropylpentane 
C) 5-Bromo-3-chloro-2,3-dimethylhexane 
D) 2-Bromo-4-chloro-4,5-dimethylhexane 
E) 2-(2-Bromopropyl)-2-chloro-3-methylbutane

Question 15

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C9H18N2?

Accepted Answer

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

Question 16

When more than one substituent is present on the parent chain,how do we organize the names of the substituents in the name of the compound? ___.

Accepted Answer

The answer of When more than one substituent is present...

Question 17

Which staggered Newman projection(s),looking down the C-2-C-3 bond (C-2 in front and C-3 in back),illustrates the following boxed compound?

Accepted Answer

A) I,II and V 
B) II and V 
C) III and IV 
D) V only 
E) None of these choices. 
A) I,II and V 
B) II and V 
C) III and IV 
D) V only 
E) None of these choices.

Question 18

What product is formed when 3-vinylcyclo-2-penten-1-ol is reacted with Pd/C and H2?

Accepted Answer

A) 3-vinylcyclopentanol 2 
B) 3-ethylcyclo-2-penten-1-ol 
C) 4-ethylcyclopentanol 
D) 3-ethylcyclopentanol 
E) None of these choices. 
A) 3-vinylcyclopentanol 2 
B) 3-ethylcyclo-2-penten-1-ol 
C) 4-ethylcyclopentanol 
D) 3-ethylcyclopentanol 
E) None of these choices.

Question 19

When non-bonded atoms/groups are closely positioned,the repulsive interactions between their electron clouds are referred to as ___.

Accepted Answer

The answer of When non-bonded atoms/groups are closely positioned,the repulsive...

Question 20

Provide a name for the following compound:

Accepted Answer

A) 4-Isobutyl-3,4-dimethylheptane 
B) 4-sec-Butyl-2,4-dimethylheptane 
C) 2,4,5-Trimethyl-4-propylheptane 
D) 3,4,6-Trimethyl-4-propylheptane 
E) 4-Isobutyl-4,5-dimethylheptane 
A) 4-Isobutyl-3,4-dimethylheptane 
B) 4-sec-Butyl-2,4-dimethylheptane 
C) 2,4,5-Trimethyl-4-propylheptane 
D) 3,4,6-Trimethyl-4-propylheptane 
E) 4-Isobutyl-4,5-dimethylheptane

Exam 4: Nomenclature and Conformations of Alkanes and Cycloalkanes

Which compound is a bicycloheptane?

Which is the correct name for the compound shown below?

How many moles of hydrogen (H2)will react with trans,trans-hepta-3,5-dien-1-yne?

Provide a name for the following compound:

Which of the following can be described as cis isomers?

What is the index of hydrogen deficiency (or degree of unsaturation)for the following molecule?

What is the correct IUPAC name for the following compound?

If a molecule has an index of hydrogen deficiency equal to zero that means that the molecule must be acyclic.

What is the index of hydrogen deficiency (or degree of unsaturation)of the following molecule?

Which of the following is bicyclo[3.2.2]nonane?

The most stable conformation of cis-1-tert-butyl-2-methylcyclohexane is the one in which:

The IUPAC name for diisobutylacetylene is

Which of the following is a conformer of trans-1,2-diethylcyclohexane?

Provide a name for the following compound:

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C9H18N2?

When more than one substituent is present on the parent chain,how do we organize the names of the substituents in the name of the compound? ___.

Which staggered Newman projection(s),looking down the C-2-C-3 bond (C-2 in front and C-3 in back),illustrates the following boxed compound?

What product is formed when 3-vinylcyclo-2-penten-1-ol is reacted with Pd/C and H2?

When non-bonded atoms/groups are closely positioned,the repulsive interactions between their electron clouds are referred to as ___.

Provide a name for the following compound:

The Basics

Families of Carbon

Acids and Bases

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

How many moles of hydrogen (H₂)will react with trans,trans-hepta-3,5-dien-1-yne?

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C₉H₁₈N₂?

What product is formed when 3-vinylcyclo-2-penten-1-ol is reacted with Pd/C and H₂?