Question 1

Name the structure.

Accepted Answer

A) (Z)-4,5-dimethyl-4-hepten-1-ol 
B) (
E) -4,5-dimethyl-4-hepten-1-ol 
C) (
E) -3,4-dimethyl-3-hepten-7-ol 
D) (Z)-3,4-dimethyl-3-hepten-7-ol 
E) (
E) -4,5-dimethyl-4-heptenol 
A) (Z)-4,5-dimethyl-4-hepten-1-ol 
B) (
E) -4,5-dimethyl-4-hepten-1-ol 
C) (
E) -3,4-dimethyl-3-hepten-7-ol 
D) (Z)-3,4-dimethyl-3-hepten-7-ol 
E) (
E) -4,5-dimethyl-4-heptenol

Question 2

What is the IUPAC name for the following compound?

Accepted Answer

A) 5-methylcyclohexene 
B) 4-methylcyclohexene 
C) 1-methyl-3-cyclohexene 
D) 1-methyl-4-cyclohexene 
E) methylcyclohexene 
A) 5-methylcyclohexene 
B) 4-methylcyclohexene 
C) 1-methyl-3-cyclohexene 
D) 1-methyl-4-cyclohexene 
E) methylcyclohexene

Question 3

Name the structure.

Accepted Answer

A) (Z)-3-ethyl-2-hydroxymethyl-2-penten-4-ynal 
B) (
E) -3-ethyl-2-hydroxymethyl-2-penten-4-ynal 
C) (Z)-3-ethyl-5-hydroxymethyl-3-penten-1-ynal 
D) (
E) -3-ethyl-5-hydroxymethyl-3-penten-1-ynal 
E) 3-ethyl-5-hydroxymethyl-3-penten-1-ynal 
A) (Z)-3-ethyl-2-hydroxymethyl-2-penten-4-ynal 
B) (
E) -3-ethyl-2-hydroxymethyl-2-penten-4-ynal 
C) (Z)-3-ethyl-5-hydroxymethyl-3-penten-1-ynal 
D) (
E) -3-ethyl-5-hydroxymethyl-3-penten-1-ynal 
E) 3-ethyl-5-hydroxymethyl-3-penten-1-ynal

Question 4

Draw the structure of (Z)-4-ethyl-3,6-dimethyl-3-heptene.

Accepted Answer

The answer of Draw the structure of (Z)-4-ethyl-3,6-dimethyl-3-heptene....

Question 5

Draw and name the six alkenes which have the molecular formula C5H10.

Accepted Answer

Question 6

Provide an acceptable name for the following compound.

Accepted Answer

1,6-dibrom

Question 7

Name the structure.

Accepted Answer

A) 2-ethyl-1-pentene 
B) 2-propyl-1-butene 
C) 3-methylenehexane 
D) 3-methyl-3-hexene 
E) ethyl propyl ethene 
A) 2-ethyl-1-pentene 
B) 2-propyl-1-butene 
C) 3-methylenehexane 
D) 3-methyl-3-hexene 
E) ethyl propyl ethene

Question 8

Which of the following is not an electrophile?

Accepted Answer

A) "H+" 
B) "BF3" 
C) "+NO2" 
D) "Fe+3" 
E) "CH2     CH2" 
A) "H+" 
B) "BF3" 
C) "+NO2" 
D) "Fe+3" 
E) "CH2     CH2"

Question 9

What is the activation energy for the reaction B → A in the following diagram?

Accepted Answer

A) A 
B) B 
C) C 
D) D 
E) E 
A) A 
B) B 
C) C 
D) D 
E) E

Question 10

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

Accepted Answer

A) E 
B) Z 
C) neither E nor Z 
A) E 
B) Z 
C) neither E nor Z

Question 11

What is the common name for the following compound?

Accepted Answer

A) t-butylene 
B) sec-butylene 
C) isobutylene 
D) butylene 
E) methylpropylene 
A) t-butylene 
B) sec-butylene 
C) isobutylene 
D) butylene 
E) methylpropylene

Question 12

Provide the systematic name of the compound shown below. Make sure to include the E or Z designator if necessary.

Accepted Answer

(Z)-4-fluo

Question 13

Draw all the possible constitutional isomers of C4H8.

Accepted Answer

Question 14

The ΔG° for the conversion of "axial" isopropylcyclohexane to "equatorial" isopropylcyclohexane at 298K is -2.1 kcal/mol. Calculate the percentage of isopropylcyclohexane molecules that have the isopropyl substituent in the axial position at this temperature.
[R = 1.987 × 10-3 kcal mol-1K-1]

Accepted Answer

ΔG° = -RTlnK
-2.1 kcal/mol = -

Question 15

Consider the reaction coordinate diagram shown. Which step has the greatest activation energy?

Accepted Answer

A) A going to C 
B) C going to E 
C) E going to G 
D) E going to C 
E) C going to A 
A) A going to C 
B) C going to E 
C) E going to G 
D) E going to C 
E) C going to A

Question 16

Which of the following is vinyl chloride?

Accepted Answer

A) CH3CH2Cl 
B) CH2     CHCH2Cl 
C) CH2     CHCl 
D)    
E)    
A) CH3CH2Cl 
B) CH2     CHCH2Cl 
C) CH2     CHCl 
D)    
E)

Question 17

β-Phellandrene is a hydrocarbon component of eucalyptus oil whose molecular formula is   A molecule of β-phellandrene contains 2 π-bonds. How many rings are in β-phellandrene?

Accepted Answer

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

Question 18

Which of the following is capable of exhibiting cis-trans isomerism?

Accepted Answer

A) 1-butene 
B) 1-pentene 
C) cyclohexene 
D) ethene 
E) 2-butene 
A) 1-butene 
B) 1-pentene 
C) cyclohexene 
D) ethene 
E) 2-butene

Question 19

Draw the structure of (Z)-1-chloro-2-methyl-2-butene.

Accepted Answer

The answer of Draw the structure of (Z)-1-chloro-2-methyl-2-butene....

Question 20

How many carbons are in the planar double-bond system of 3-methylcyclopentene?

Accepted Answer

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

Exam 5: Alkenes Thermodynamics and Kinetics

Name the structure.

What is the IUPAC name for the following compound?

Name the structure.

Draw the structure of (Z)-4-ethyl-3,6-dimethyl-3-heptene.

Draw and name the six alkenes which have the molecular formula C5H10.

Provide an acceptable name for the following compound.

Name the structure.

Which of the following is not an electrophile?

What is the activation energy for the reaction B → A in the following diagram?

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

What is the common name for the following compound?

Provide the systematic name of the compound shown below. Make sure to include the E or Z designator if necessary.

Draw all the possible constitutional isomers of C4H8.

The ΔG° for the conversion of "axial" isopropylcyclohexane to "equatorial" isopropylcyclohexane at 298K is -2.1 kcal/mol. Calculate the percentage of isopropylcyclohexane molecules that have the isopropyl substituent in the axial position at this temperature. [R = 1.987 × 10-3 kcal mol-1K-1]

Consider the reaction coordinate diagram shown. Which step has the greatest activation energy?

Which of the following is vinyl chloride?

β-Phellandrene is a hydrocarbon component of eucalyptus oil whose molecular formula is A molecule of β-phellandrene contains 2 π-bonds. How many rings are in β-phellandrene?

Which of the following is capable of exhibiting cis-trans isomerism?

Draw the structure of (Z)-1-chloro-2-methyl-2-butene.

How many carbons are in the planar double-bond system of 3-methylcyclopentene?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Draw and name the six alkenes which have the molecular formula C₅H₁₀.

Draw all the possible constitutional isomers of C₄H₈.

The ΔG° for the conversion of "axial" isopropylcyclohexane to "equatorial" isopropylcyclohexane at 298K is -2.1 kcal/mol. Calculate the percentage of isopropylcyclohexane molecules that have the isopropyl substituent in the axial position at this temperature. [R = 1.987 × 10^-3 kcal mol^-1K^-1]