Question 1

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 2

Which conformation of trans-1-isopropyl-3-methylcyclohexane would be present in greatest amount at equilibrium?

Accepted Answer

A) The conformation with the methyl group equatorial and the isopropyl group axial. 
B) The conformation with the methyl group axial and the isopropyl group equatorial. 
C) The conformation with both groups axial. 
D) The conformation with both groups equatorial. 
E) The twist boat conformation. 
A) The conformation with the methyl group equatorial and the isopropyl group axial. 
B) The conformation with the methyl group axial and the isopropyl group equatorial. 
C) The conformation with both groups axial. 
D) The conformation with both groups equatorial. 
E) The twist boat conformation.

Question 3

The least stable conformation of 2,3-dimethylpentane,viewed through the C-2-C-3 bond (i.e.,C-2 in the front,C-3 in the back):

Accepted Answer

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

Question 4

Give the IUPAC name corresponding to the following structure:

Accepted Answer

3-ethyl-6,7-dimethyl

Question 5

cis-1,2-Dibromocyclohexane is represented by structure(s):

Accepted Answer

A) I 
B) II 
C) III 
D) II and III 
E) I and II 
A) I 
B) II 
C) III 
D) II and III 
E) I and II

Question 6

A correct IUPAC name for the following compound is:

Accepted Answer

A) 2,5-Dimethyl-3-propylheptane 
B) 3,6-Dimethyl-5-propylheptane 
C) 6-Methyl-4-(1-methylethyl)octane 
D) 2-Methyl-3-(2-methylbutyl)hexane 
E) 3-Methyl-5-(1-methylethyl)octane 
A) 2,5-Dimethyl-3-propylheptane 
B) 3,6-Dimethyl-5-propylheptane 
C) 6-Methyl-4-(1-methylethyl)octane 
D) 2-Methyl-3-(2-methylbutyl)hexane 
E) 3-Methyl-5-(1-methylethyl)octane

Question 7

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C14H14Cl4?

Accepted Answer

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

Question 8

Consider the graph below,which is a plot of the relative energies of the various conformations of 2,3-dimethylbutane,viewed through the C-2-C-3 bond.The conformations corresponding to the 120o and 240o are:

Accepted Answer

A) eclipsed,more stable than the conformation at 0o 
B) eclipsed,more stable than the conformation at 180o 
C) staggered,more stable than the conformation at 0o 
D) staggered,less stable than the conformation at 180o 
E) two of these choices are true 
A) eclipsed,more stable than the conformation at 0o 
B) eclipsed,more stable than the conformation at 180o 
C) staggered,more stable than the conformation at 0o 
D) staggered,less stable than the conformation at 180o 
E) two of these choices are true

Question 9

The preferred conformation of cis-3-tert-butyl-1-methylcyclohexane is the one in which:

Accepted Answer

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

Question 10

Which of the following compounds has a molecular formula of C6H7O+ and an index of hydrogen deficiency of 4?

Accepted Answer

A) I 
B) I and II 
C) I,II and III 
D) II and IV 
E) all of these choices 
A) I 
B) I and II 
C) I,II and III 
D) II and IV 
E) all of these choices

Question 11

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 12

How many moles of hydrogen (H2)will react with 5-chlorocyclohex-3-en-1-ol?

Accepted Answer

A) 1 2 
B) 2 
C) 3 
D) 4 
E) None of these choices. 
A) 1 2 
B) 2 
C) 3 
D) 4 
E) None of these choices.

Question 13

Give the IUPAC name for

Accepted Answer

A) trans-2-methyl-3-hepten-5-yne 
B) trans-6-methyl-4-hepten-2-yne 
C) cis-2-methyl-3-hepten-5-yne 
D) cis-6-methyl-4-hepten-2-yne 
E) none of these choices 
A) trans-2-methyl-3-hepten-5-yne 
B) trans-6-methyl-4-hepten-2-yne 
C) cis-2-methyl-3-hepten-5-yne 
D) cis-6-methyl-4-hepten-2-yne 
E) none of these choices

Question 14

Which is the most stable conformation of cyclohexane?

Accepted Answer

A) Chair 
B) Twist 
C) Boat 
D) Half-chair 
E) Staggered 
A) Chair 
B) Twist 
C) Boat 
D) Half-chair 
E) Staggered

Question 15

Which conformation(s)of 1,2-dibromoethane does not illustrate one or more gauche interactions?

Accepted Answer

A) I and II only 
B) II,III,and V only 
C) I,III,and IV only 
D) II and III only 
E) All these choices 
A) I and II only 
B) II,III,and V only 
C) I,III,and IV only 
D) II and III only 
E) All these choices

Question 16

Give the IUPAC name corresponding to the following structure:

Accepted Answer

5-bromo-6-

Question 17

What is the most thermodynamically stable chair conformation for the substituents on cis-4-tert-butylcyclohexanol?

Accepted Answer

A) both groups equatorial 
B) both groups axial 
C) tert-butyl group equatorial and OH group axial 
D) tert-butyl group axial and OH group equatorial 
E) a boat conformation is adopted due to steric strain 
A) both groups equatorial 
B) both groups axial 
C) tert-butyl group equatorial and OH group axial 
D) tert-butyl group axial and OH group equatorial 
E) a boat conformation is adopted due to steric strain

Question 18

Draw the bond-line structural formula corresponding to the most stable conformation of the following substance: trans-1-bromo-3-(1-methylpropyl)cyclohexane

Accepted Answer

The answer of Draw the bond-line structural formula corresponding to...

Question 19

The most stable conformation for 1,2-ethanediol (ethylene glycol)is shown below.It is the most stable conformation because

Accepted Answer

A) this corresponds to an anti conformation. 
B) in general,gauche conformations possess the minimum energy. 
C) it is stabilized by intramolecular hydrogen bonding. 
D) it is a staggered conformation. 
E) it has the highest energy of all the possibilities. 
A) this corresponds to an anti conformation. 
B) in general,gauche conformations possess the minimum energy. 
C) it is stabilized by intramolecular hydrogen bonding. 
D) it is a staggered conformation. 
E) it has the highest energy of all the possibilities.

Question 20

Which of these is the common name for the 1,1-dimethylpropyl group?

Accepted Answer

A) tert-Butyl 
B) tert-Pentyl 
C) Isopentyl 
D) Neopentyl 
E) sec-Pentyl 
A) tert-Butyl 
B) tert-Pentyl 
C) Isopentyl 
D) Neopentyl 
E) sec-Pentyl

Exam 4: Nomenclature and Conformations of Alkanes and Cycloalkanes

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

Which conformation of trans-1-isopropyl-3-methylcyclohexane would be present in greatest amount at equilibrium?

The least stable conformation of 2,3-dimethylpentane,viewed through the C-2-C-3 bond (i.e.,C-2 in the front,C-3 in the back):

Give the IUPAC name corresponding to the following structure:

cis-1,2-Dibromocyclohexane is represented by structure(s):

A correct IUPAC name for the following compound is:

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C14H14Cl4?

Consider the graph below,which is a plot of the relative energies of the various conformations of 2,3-dimethylbutane,viewed through the C-2-C-3 bond.The conformations corresponding to the 120o and 240o are:

The preferred conformation of cis-3-tert-butyl-1-methylcyclohexane is the one in which:

Which of the following compounds has a molecular formula of C6H7O+ and an index of hydrogen deficiency of 4?

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

How many moles of hydrogen (H2)will react with 5-chlorocyclohex-3-en-1-ol?

Give the IUPAC name for

Which is the most stable conformation of cyclohexane?

Which conformation(s)of 1,2-dibromoethane does not illustrate one or more gauche interactions?

Give the IUPAC name corresponding to the following structure:

What is the most thermodynamically stable chair conformation for the substituents on cis-4-tert-butylcyclohexanol?

Draw the bond-line structural formula corresponding to the most stable conformation of the following substance: trans-1-bromo-3-(1-methylpropyl)cyclohexane

The most stable conformation for 1,2-ethanediol (ethylene glycol)is shown below.It is the most stable conformation because

Which of these is the common name for the 1,1-dimethylpropyl group?

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

What is the index of hydrogen deficiency (or degree of unsaturation)of a compound with the molecular formula of C₁₄H₁₄Cl₄?

Consider the graph below,which is a plot of the relative energies of the various conformations of 2,3-dimethylbutane,viewed through the C-2-C-3 bond.The conformations corresponding to the 120^o and 240^o are:

Which of the following compounds has a molecular formula of C₆H₇O⁺ and an index of hydrogen deficiency of 4?

How many moles of hydrogen (H₂)will react with 5-chlorocyclohex-3-en-1-ol?