Question 1

​Draw the mechanism of the electrophilic addition of HCl to 2-propene.

Accepted Answer

​

Question 2

Exhibit 7-4
Provide names for each structure below.Be sure to include the cis,trans or E,Z designations where applicable.
-Name:

Accepted Answer

(2E,4E)-5-ethyl-6-methyl-2,4-heptadiene

Question 3

Identify the isoprene units in limonene,an essential oil found in oil of lemon and orange.

Accepted Answer

There are two isoprene units.Bolded in the structure below.

Question 4

Draw: cis-2-hexene

Accepted Answer

The answer of Draw: cis-2-hexene...

Question 5

Cyclohexanol (-OH bonded to cyclohexane) produces cyclohexene when heated to 70 °C in the presence of a sulfuric acid catalyst.Write the equation for the reaction showing only the reactant of interest and the conditions of the reaction

Accepted Answer

The answer of Cyclohexanol (-OH bonded to cyclohexane) produces cyclohexene...

Question 6

Examine the following reaction.   Which of the following is not indicated by this representation?

Accepted Answer

A) KI is the solvent 
B) Cyclohexene is the reactant of interest. 
C) The reaction is carried out at room temperature. 
D) The reaction occurs in solution. 
E) All indicate the conditions of the reaction. 
A) KI is the solvent 
B) Cyclohexene is the reactant of interest. 
C) The reaction is carried out at room temperature. 
D) The reaction occurs in solution. 
E) All indicate the conditions of the reaction.

Question 7

Exhibit 7-2
Dieldrin,CS1U1B112S1U1B0HS1U1B18S1U1B0ClS1U1B16S1U1B0O,is a pentacyclic compound formerly used as an insecticide.
-Refer to Exhibit 7-2.Calculate the degree of unsaturation for Dieldrin.Show calculations for credit.

Accepted Answer

Oxygen does not affect the base formula.

Question 8

Exhibit 7-13
The reaction of isobutene with HBr in ether gives one of the two products below as the major product.Answer the following question(s) about this reaction.
​  
-Refer to Exhibit 7-13.Which product would be formed via a primary carbocation?

Accepted Answer

The answer of Exhibit 7-13
The reaction of isobutene with HBr...

Question 9

Exhibit 7-10
Consider the following reaction:
​  
-Refer to Exhibit 7-10.Below are all the chemical structures and intermediates involved in this reaction.On the structures provided,show all electron flow using the arrow formalism for the complete stepwise mechanism for this reaction.
​

Accepted Answer

The answer of Exhibit 7-10
Consider the following reaction:
​  
-Refer...

Question 10

Which of the following does not characterize a more highly substituted carbocation?

Accepted Answer

A) forms more rapidly than less highly substituted carbocations 
B) forms product more rapidly than less highly substituted carbocations 
C) has a larger ΔG± than less highly substituted carbocations 
D) is more stable than less highly substituted carbocations 
E) All of these characterize a highly substituted carbocation. 
A) forms more rapidly than less highly substituted carbocations 
B) forms product more rapidly than less highly substituted carbocations 
C) has a larger ΔG± than less highly substituted carbocations 
D) is more stable than less highly substituted carbocations 
E) All of these characterize a highly substituted carbocation.

Question 11

Write the complete stepwise mechanism for the following reaction.Show all intermediate structures and all electron flow with arrows.

Accepted Answer

The answer of Write the complete stepwise mechanism for the...

Question 12

Exhibit 7-13
The reaction of isobutene with HBr in ether gives one of the two products below as the major product.Answer the following question(s) about this reaction.
​  
-Refer to Exhibit 7-13.Which product would be formed by a carbocation experiencing the greatest degree of hyperconjugative stabilization?

Accepted Answer

The answer of Exhibit 7-13
The reaction of isobutene with HBr...

Question 13

Exhibit 7-2
Dieldrin,CS1U1B112S1U1B0HS1U1B18S1U1B0ClS1U1B16S1U1B0O,is a pentacyclic compound formerly used as an insecticide.
-Refer to Exhibit 7-2.How many double bonds does dieldrin have?

Accepted Answer

Dieldrin has 6 degrees of unsa

Question 14

Rank the carbocations below in order of increasing stability (least stable = 1;most stable = 3).Place the number corresponding to the carbocation's relative stability in the blank below the structure.

Accepted Answer

The answer of Rank the carbocations below in order of...

Question 15

Exhibit 7-13
The reaction of isobutene with HBr in ether gives one of the two products below as the major product.Answer the following question(s) about this reaction.
​  
-Refer to Exhibit 7-13.According to Hammond's Postulate,which product would have a transition state structure most closely resembling the carbocation intermediate?

Accepted Answer

The answer of Exhibit 7-13
The reaction of isobutene with HBr...

Question 16

If the following compound was dissolved in ether and treated with HBr,which of the following describes the major product(s) of the reaction?

Accepted Answer

A)    
B)    
C)    
D) a mixture of and  
  
A)    
B)    
C)    
D) a mixture of and

Question 17

Draw: (3E)-3,7-dimethyl-1,3,6-octatriene

Accepted Answer

The answer of Draw: (3E)-3,7-dimethyl-1,3,6-octatriene...

Question 18

The following shows the connectivity of atoms only.Atoms other than carbon and hydrogen are labeled.   How many degrees of unsaturation are present in the compound?

Accepted Answer

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

Question 19

Consider the following molecular model.   I Which of the following could be used to synthesize this compound?

Accepted Answer

A)    
B)    
C)    
D) Either or  
  
E) Any of the above 
A)    
B)    
C)    
D) Either or  
  
E) Any of the above

Question 20

Exhibit 7-9
Consider the following reaction:
​  
-Draw a qualitative reaction energy diagram for this reaction.Label the positions of all reactants,intermediates and products.

Accepted Answer

The answer of Exhibit 7-9
Consider the following reaction:
​  
-Draw...

Exam 7: Alkenes: Structure and Reactivity

​Draw the mechanism of the electrophilic addition of HCl to 2-propene.

Exhibit 7-4 Provide names for each structure below.Be sure to include the cis,trans or E,Z designations where applicable. -Name:

Identify the isoprene units in limonene,an essential oil found in oil of lemon and orange.

Draw: cis-2-hexene

Cyclohexanol (-OH bonded to cyclohexane) produces cyclohexene when heated to 70 °C in the presence of a sulfuric acid catalyst.Write the equation for the reaction showing only the reactant of interest and the conditions of the reaction

Examine the following reaction. Which of the following is not indicated by this representation?

Exhibit 7-2 Dieldrin,C12H8Cl6O,is a pentacyclic compound formerly used as an insecticide. -Refer to Exhibit 7-2.Calculate the degree of unsaturation for Dieldrin.Show calculations for credit.

Exhibit 7-13 The reaction of isobutene with HBr in ether gives one of the two products below as the major product.Answer the following question(s) about this reaction. ​ -Refer to Exhibit 7-13.Which product would be formed via a primary carbocation?

Exhibit 7-10 Consider the following reaction: ​ -Refer to Exhibit 7-10.Below are all the chemical structures and intermediates involved in this reaction.On the structures provided,show all electron flow using the arrow formalism for the complete stepwise mechanism for this reaction. ​

Which of the following does not characterize a more highly substituted carbocation?

Write the complete stepwise mechanism for the following reaction.Show all intermediate structures and all electron flow with arrows.

Exhibit 7-2 Dieldrin,C12H8Cl6O,is a pentacyclic compound formerly used as an insecticide. -Refer to Exhibit 7-2.How many double bonds does dieldrin have?

Rank the carbocations below in order of increasing stability (least stable = 1;most stable = 3).Place the number corresponding to the carbocation's relative stability in the blank below the structure.

If the following compound was dissolved in ether and treated with HBr,which of the following describes the major product(s) of the reaction?

Draw: (3E)-3,7-dimethyl-1,3,6-octatriene

The following shows the connectivity of atoms only.Atoms other than carbon and hydrogen are labeled. How many degrees of unsaturation are present in the compound?

Consider the following molecular model. I Which of the following could be used to synthesize this compound?

Exhibit 7-9 Consider the following reaction: ​ -Draw a qualitative reaction energy diagram for this reaction.Label the positions of all reactants,intermediates and products.

Structure and Bonding

Polar Covalent Bonds;acids and Bases

Organic Compounds: Alkanes and Their Stereochemistry

Organic Compounds: Cycloalkanes and Their Stereochemistry

Stereochemistry at Tetrahedral Centers

An Overview of Organic Reactions

Par 1

Alkenes: Reactions and Synthesis

Alkynes: an Introduction to Organic Synthesis

Organohalides

Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations

Par 2

Structure Determination: Mass Spectrometry and Infrared Spectroscopy

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Conjugated Compounds and Ultraviolet Spectroscopy

Par 3

Benzene and Aromaticity

Chemistry of Benzene: Electrophilic Aromatic Substitution

Alcohols and Phenols

Ethers and Epoxides;thiols and Sulfides

Aldehydes and Ketones: Nucleophilic Addition Reactions

Par 4

Carboxylic Acids and Nitriles

Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution Reactions

Carbonyl Condensation Reactions

Par 5

Amines and Heterocycles

Biomolecules: Carbohydrates

Biomolecules: Amino Acids,peptides,and Proteins

Par 7

Biomolecules: Lipids

Biomolecules: Nucleic Acids

The Organic Chemistry of Metabolic Pathways

Orbitals and Organic Chemistry: Pericyclic Reactions

Synthetic Polymers

Par 1

Filters

Draw the mechanism of the electrophilic addition of HCl to 2-propene.

Exhibit 7-2 Dieldrin,C₁₂H₈Cl₆O,is a pentacyclic compound formerly used as an insecticide. -Refer to Exhibit 7-2.Calculate the degree of unsaturation for Dieldrin.Show calculations for credit.

Exhibit 7-13 The reaction of isobutene with HBr in ether gives one of the two products below as the major product.Answer the following question(s) about this reaction. -Refer to Exhibit 7-13.Which product would be formed via a primary carbocation?

Exhibit 7-10 Consider the following reaction: -Refer to Exhibit 7-10.Below are all the chemical structures and intermediates involved in this reaction.On the structures provided,show all electron flow using the arrow formalism for the complete stepwise mechanism for this reaction.

Exhibit 7-2 Dieldrin,C₁₂H₈Cl₆O,is a pentacyclic compound formerly used as an insecticide. -Refer to Exhibit 7-2.How many double bonds does dieldrin have?

Exhibit 7-9 Consider the following reaction: -Draw a qualitative reaction energy diagram for this reaction.Label the positions of all reactants,intermediates and products.