Question 1

​Draw the mechanism of the bromination of 3-hexene in the presence of water via bromohydrin formation.

Accepted Answer

​

Question 2

Povidone is produced commercially as a series of products having mean molecular weights ranging from about 10,000 to 700,000.Complexed with iodine,povidone yields an iodophor,marketed under the tradename Betadine,which is used as a topical anti-infective.   Identify the monomer unit(s) in povidone.

Accepted Answer

The answer of Povidone is produced commercially as a series...

Question 3

Exhibit 8-4
Consider the reaction below to answer the following question(s).
​
When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed.
​  
-Refer to Exhibit 8-4.The reaction of an alkene with dichlorocarbene is:

Accepted Answer

A) regiospecific. 
B) Markovnikov. 
C) stereospecific. 
D) non-Markovnikov. 
A) regiospecific. 
B) Markovnikov. 
C) stereospecific. 
D) non-Markovnikov. C

Question 4

Consider the following intermediate.   Which is applicable to this structure?

Accepted Answer

A) results in a product which has anti stereochemistry 
B) produces only the cis isomer 
C) is called a bromohydrin 
D) occurs during the addition of HBr 
A) results in a product which has anti stereochemistry 
B) produces only the cis isomer 
C) is called a bromohydrin 
D) occurs during the addition of HBr

Question 5

Exhibit 8-5
The sequence of (1) alkene hydroxylation followed by (2) diol cleavage is often an excellent alternative to direct alkene cleavage with ozone.For this sequence below,answer the following question(s).
​  
-Refer to Exhibit 8-5.Draw the structure of A.

Accepted Answer

The answer of Exhibit 8-5
The sequence of (1) alkene hydroxylation...

Question 6

Hydration of an alkene during enzyme catalysis in a biological system produces an optically active product even through there is a potential to form a racemic mixture.Explain why this occurs.

Accepted Answer

Chemical catalysts do not provide a chir

Question 7

Draw a condensed formula for a polymer containing five repeating units derived from the following monomer.Name the polymer.

Accepted Answer

The answer of Draw a condensed formula for a polymer...

Question 8

Which of the following will not undergo catalytic reduction in the presence of H2 and metal catalyst?

Accepted Answer

A) ​
  
B) ​
  
C) ​
  
D) ​
  
A) ​
  
B) ​
  
C) ​
  
D) ​

Question 9

Exhibit 8-3
Consider the reaction below to answer the following question(s).
​
Alkenes may be hydrated by the hydroboration/oxidation procedure shown.
​  
-Refer to Exhibit 8-3.The regiochemistry of hydroboration/oxidation of alkenes is:

Accepted Answer

A) Markovnikov. 
B) non-Markovnikov 
C) subject to solvent effects. 
D) unrelated to alkene structure. 
A) Markovnikov. 
B) non-Markovnikov 
C) subject to solvent effects. 
D) unrelated to alkene structure.

Question 10

Draw both chair conformations of trans-1,2-dichlorocyclohexane on the templates provided below.Circle the least stable conformation.

Accepted Answer

The answer of Draw both chair conformations of trans-1,2-dichlorocyclohexane on...

Question 11

Exhibit 8-4
Consider the reaction below to answer the following question(s).
​
When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed.
​  
-Refer to Exhibit 8-4.Draw the complete Lewis electron dot structure for dichlorocarbene,CCl2.

Accepted Answer

Question 12

Consider the following polymer.   Draw the condensed formula for its monomer.

Accepted Answer

The answer of Consider the following polymer.   Draw...

Question 13

Exhibit 8-3
Consider the reaction below to answer the following question(s).
​
Alkenes may be hydrated by the hydroboration/oxidation procedure shown.
​  
-Refer to Exhibit 8-3.Hydroboration/oxidation of alkenes occurs with:

Accepted Answer

A) anti stereochemistry. 
B) trans stereochemistry. 
C) syn stereochemistry. 
D) unpredictable stereochemistry. 
A) anti stereochemistry. 
B) trans stereochemistry. 
C) syn stereochemistry. 
D) unpredictable stereochemistry.

Question 14

Exhibit 8-1
To answer the question(s) below consider the following reaction:
​
When cyclohexene reacts with chlorine in carbon tetrachloride the trans-dihalide is formed.
​  
-Refer to Exhibit 8-1.Since the two chlorine atoms add to opposite faces of the cyclohexene double bond,we say that the reaction occurs with:

Accepted Answer

A) syn stereochemistry 
B) cis stereochemistry 
C) anti stereochemistry 
D) retention of stereochemistry 
A) syn stereochemistry 
B) cis stereochemistry 
C) anti stereochemistry 
D) retention of stereochemistry

Question 15

Exhibit 8-3
Consider the reaction below to answer the following question(s).
​
Alkenes may be hydrated by the hydroboration/oxidation procedure shown.
​  
-Refer to Exhibit 8-3.Hydroboration of alkenes is an example of:

Accepted Answer

A) a rearrangement reaction. 
B) a substitution reaction. 
C) an elimination reaction. 
D) an addition reaction. 
A) a rearrangement reaction. 
B) a substitution reaction. 
C) an elimination reaction. 
D) an addition reaction.

Question 16

Exhibit 8-3
Consider the reaction below to answer the following question(s).
​
Alkenes may be hydrated by the hydroboration/oxidation procedure shown.
​  
-Refer to Exhibit 8-3.The intermediate formed in the first step of this reaction is:

Accepted Answer

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

Question 17

Draw the skeletal structure(s) and name the product(s) of the reaction when the following substance is treated with sulfuric acid and warmed to approximately 50 °C.Atoms other than hydrogen and carbon are labeled.

Accepted Answer

Two products are possible. @#IMG-DLM& Na

Question 18

​Draw the mechanism of the epoxidation of 2-butene using a halohydrin.

Accepted Answer

The answer of ​Draw the mechanism of the epoxidation of...

Question 19

Consider the polymeric structure below for amylose (a type of starch).Draw a box around the monomer of amylose.Extra: Propose a structure for the monomer.Hint: This polymer is formed in a dehydration reaction.

Accepted Answer

The answer of Consider the polymeric structure below for amylose...

Question 20

Exhibit 8-9
To answer the question(s) below consider the following information:
​
In an abandoned laboratory has been found a flammable liquid,A,in a bottle bearing only the label "Compound A: CS1U1B17S1U1B0HS1U1B112S1U1B0." Government agents have offered you a considerable sum to determine the structure of this compound.After verifying the molecular formula by elemental analysis,you find that Compound A reacts with 1 mol equiv of hydrogen;and,after treatment with acidic KMnOS1U1B14S1U1B0,Compound A gives the dicarboxylic acid C (see below).Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen,but yields cyclohexanone after treatment with acidic KMnOS1U1B14S1U1B0.
​  
-Refer to Exhibit 8-9.What was the other product formed in the KMnO4 oxidation of B?

Accepted Answer

Exam 8: Alkenes: Reactions and Synthesis

​Draw the mechanism of the bromination of 3-hexene in the presence of water via bromohydrin formation.

Povidone is produced commercially as a series of products having mean molecular weights ranging from about 10,000 to 700,000.Complexed with iodine,povidone yields an iodophor,marketed under the tradename Betadine,which is used as a topical anti-infective. Identify the monomer unit(s) in povidone.

Exhibit 8-4 Consider the reaction below to answer the following question(s). ​ When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed. ​ -Refer to Exhibit 8-4.The reaction of an alkene with dichlorocarbene is:

Consider the following intermediate. Which is applicable to this structure?

Exhibit 8-5 The sequence of (1) alkene hydroxylation followed by (2) diol cleavage is often an excellent alternative to direct alkene cleavage with ozone.For this sequence below,answer the following question(s). ​ -Refer to Exhibit 8-5.Draw the structure of A.

Hydration of an alkene during enzyme catalysis in a biological system produces an optically active product even through there is a potential to form a racemic mixture.Explain why this occurs.

Draw a condensed formula for a polymer containing five repeating units derived from the following monomer.Name the polymer.

Which of the following will not undergo catalytic reduction in the presence of H2 and metal catalyst?

Exhibit 8-3 Consider the reaction below to answer the following question(s). ​ Alkenes may be hydrated by the hydroboration/oxidation procedure shown. ​ -Refer to Exhibit 8-3.The regiochemistry of hydroboration/oxidation of alkenes is:

Draw both chair conformations of trans-1,2-dichlorocyclohexane on the templates provided below.Circle the least stable conformation.

Exhibit 8-4 Consider the reaction below to answer the following question(s). ​ When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed. ​ -Refer to Exhibit 8-4.Draw the complete Lewis electron dot structure for dichlorocarbene,CCl2.

Consider the following polymer. Draw the condensed formula for its monomer.

Exhibit 8-3 Consider the reaction below to answer the following question(s). ​ Alkenes may be hydrated by the hydroboration/oxidation procedure shown. ​ -Refer to Exhibit 8-3.Hydroboration/oxidation of alkenes occurs with:

Exhibit 8-3 Consider the reaction below to answer the following question(s). ​ Alkenes may be hydrated by the hydroboration/oxidation procedure shown. ​ -Refer to Exhibit 8-3.Hydroboration of alkenes is an example of:

Exhibit 8-3 Consider the reaction below to answer the following question(s). ​ Alkenes may be hydrated by the hydroboration/oxidation procedure shown. ​ -Refer to Exhibit 8-3.The intermediate formed in the first step of this reaction is:

Draw the skeletal structure(s) and name the product(s) of the reaction when the following substance is treated with sulfuric acid and warmed to approximately 50 °C.Atoms other than hydrogen and carbon are labeled.

​Draw the mechanism of the epoxidation of 2-butene using a halohydrin.

Consider the polymeric structure below for amylose (a type of starch).Draw a box around the monomer of amylose.Extra: Propose a structure for the monomer.Hint: This polymer is formed in a dehydration reaction.

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: Structure and Reactivity

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 bromination of 3-hexene in the presence of water via bromohydrin formation.

Exhibit 8-4 Consider the reaction below to answer the following question(s). When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed. -Refer to Exhibit 8-4.The reaction of an alkene with dichlorocarbene is:

Exhibit 8-5 The sequence of (1) alkene hydroxylation followed by (2) diol cleavage is often an excellent alternative to direct alkene cleavage with ozone.For this sequence below,answer the following question(s). -Refer to Exhibit 8-5.Draw the structure of A.

Which of the following will not undergo catalytic reduction in the presence of H₂ and metal catalyst?

Exhibit 8-3 Consider the reaction below to answer the following question(s). Alkenes may be hydrated by the hydroboration/oxidation procedure shown. -Refer to Exhibit 8-3.The regiochemistry of hydroboration/oxidation of alkenes is:

Exhibit 8-4 Consider the reaction below to answer the following question(s). When dichlorocarbene is generated in the presence of an alkene,a dichlorocyclopropane is formed. -Refer to Exhibit 8-4.Draw the complete Lewis electron dot structure for dichlorocarbene,CCl₂.

Exhibit 8-3 Consider the reaction below to answer the following question(s). Alkenes may be hydrated by the hydroboration/oxidation procedure shown. -Refer to Exhibit 8-3.Hydroboration/oxidation of alkenes occurs with:

Exhibit 8-3 Consider the reaction below to answer the following question(s). Alkenes may be hydrated by the hydroboration/oxidation procedure shown. -Refer to Exhibit 8-3.Hydroboration of alkenes is an example of:

Exhibit 8-3 Consider the reaction below to answer the following question(s). Alkenes may be hydrated by the hydroboration/oxidation procedure shown. -Refer to Exhibit 8-3.The intermediate formed in the first step of this reaction is:

Draw the mechanism of the epoxidation of 2-butene using a halohydrin.