Question 1

Which of the following statements is not true?

Accepted Answer

A)  Alkynes undergo electrophilic addition reactions. 
B)  Alkynes are less reactive than alkenes in electrophilic addition reactions. 
C)  Sodium in liquid ammonia is used to form cis alkenes. 
D)  Catalytic hydrogenation of an alkyne in the presence of Pd/C gives complete reduction. 
E)  Reaction of an alkyne with water under acidic conditions gives an enol. 
A)  Alkynes undergo electrophilic addition reactions. 
B)  Alkynes are less reactive than alkenes in electrophilic addition reactions. 
C)  Sodium in liquid ammonia is used to form cis alkenes. 
D)  Catalytic hydrogenation of an alkyne in the presence of Pd/C gives complete reduction. 
E)  Reaction of an alkyne with water under acidic conditions gives an enol. C

Question 2

What is the systematic name for the following compound? ?

Accepted Answer

A)  3-ethynyl-1-hexene 
B)  3-ethenyl-1-hexyne 
C)  3-propyl-4-penten-1-yne 
D)  3-propyl-1-penten-4-yne 
E)  3-propyl-1,4-pentenyne 
A)  3-ethynyl-1-hexene 
B)  3-ethenyl-1-hexyne 
C)  3-propyl-4-penten-1-yne 
D)  3-propyl-1-penten-4-yne 
E)  3-propyl-1,4-pentenyne D

Question 3

Which of the following sets of reactions accomplishes the synthesis shown below?

Accepted Answer

A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0, Lindlar 4. BHS1U1B13S1U1B0/THF 5. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
B)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. MCPBA 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 3. BHS1U1B13S1U1B0/THF 4. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
D)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. Na/NHS1U1B13(liq)S1U1B0 4. MCPBA 
E)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 4. 9-BBN-THF 5. HOS1U1P1-S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0, Lindlar 4. BHS1U1B13S1U1B0/THF 5. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
B)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. MCPBA 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 3. BHS1U1B13S1U1B0/THF 4. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
D)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. Na/NHS1U1B13(liq)S1U1B0 4. MCPBA 
E)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 4. 9-BBN-THF 5. HOS1U1P1-S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O D

Question 4

What is the systematic name for the following compound?

Accepted Answer

A)  1,1-diethynylethane 
B)  3-ethynylbutyne 
C)  3-butynylethyne 
D)  3-ethynyl-1-butyne 
E)  3-methyl-1,4-pentadiyne 
A)  1,1-diethynylethane 
B)  3-ethynylbutyne 
C)  3-butynylethyne 
D)  3-ethynyl-1-butyne 
E)  3-methyl-1,4-pentadiyne

Question 5

Why are alkynes less reactive toward electrophilic addition?

Accepted Answer

A)  Triple bonds are stronger than double bonds. 
B)  Only one ? bond must be broken in the addition of an electrophile to an alkene. 
C)  The ?-complex that is formed from an alkyne is less stable than the alkyl cation intermediate that is formed from an alkene. 
D)  Alkynes are less stable than alkenes. 
E)  Hyperconjugation stabilizes the intermediate from an alkyne more than the intermediate from an alkene. 
A)  Triple bonds are stronger than double bonds. 
B)  Only one ? bond must be broken in the addition of an electrophile to an alkene. 
C)  The ?-complex that is formed from an alkyne is less stable than the alkyl cation intermediate that is formed from an alkene. 
D)  Alkynes are less stable than alkenes. 
E)  Hyperconjugation stabilizes the intermediate from an alkyne more than the intermediate from an alkene.

Question 6

Which reagent is the best choice to complete the following transformation?

Accepted Answer

A)  Na, NHS1U1B13(liq)S1U1B0 
B)  NaNHS1U1B12S1U1B0 
C)  1. NaBHS1U1B14S1U1B0, 2. HS1U1B13S1U1B0OS1U1P1+S1S1P0 
D)  1 mole HS1U1B12S1U1B0/Pd/C 
E)  HS1U1B12S1U1B0, Lindlar catalyst 
A)  Na, NHS1U1B13(liq)S1U1B0 
B)  NaNHS1U1B12S1U1B0 
C)  1. NaBHS1U1B14S1U1B0, 2. HS1U1B13S1U1B0OS1U1P1+S1S1P0 
D)  1 mole HS1U1B12S1U1B0/Pd/C 
E)  HS1U1B12S1U1B0, Lindlar catalyst

Question 7

Which of the following methods would give the product in reasonable yield?

Accepted Answer

A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0O, HS1U1B12S1U1B0SOS1U1B14S1U1B0 
B)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HCl 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. RS1U1B12S1U1B0BH/THF 4. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
D)  1. NaNHS1U1B12S1U1B0 2. HOCHS1U1B12S1U1B0CHCHS1U1B12S1U1B0Br 3. RS1U1B12S1U1B0BH/THF 4. HOS1U1P1?S1S1P0, HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
E)  all of the above 
A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0O, HS1U1B12S1U1B0SOS1U1B14S1U1B0 
B)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. HCl 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B12S1U1B0=CHCHS1U1B12S1U1B0Br 3. RS1U1B12S1U1B0BH/THF 4. HOS1U1P1?S1S1P0,HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
D)  1. NaNHS1U1B12S1U1B0 2. HOCHS1U1B12S1U1B0CHCHS1U1B12S1U1B0Br 3. RS1U1B12S1U1B0BH/THF 4. HOS1U1P1?S1S1P0, HS1U1B12S1U1B0OS1U1B12S1U1B0, HS1U1B12S1U1B0O 
E)  all of the above

Question 8

Which product is expected from the reaction shown here?

Accepted Answer

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

Question 9

Rank the following carbocations in order of decreasing stability.

Accepted Answer

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

Question 10

Which product would be isolated from the reaction shown?

Accepted Answer

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

Question 11

Which of the following sets of reactions accomplish the synthesis shown below?

Accepted Answer

A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 3. Na/NHS1U1B13(liq)S1U1B0 4. HBr 
B)  1. NaOH 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0, Lindlar cat 4. BrS1U1B12S1U1B0/HS1U1B12S1U1B0O 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0I 3. HS1U1B12S1U1B0, Lindlar cat 4. BrS1U1B12S1U1B0 
D)  1. HS1U1B12S1U1B0, Lindlar cat 2. NaNHS1U1B12S1U1B0 3. CHS1U1B13S1U1B0CHS1U1B12S1U1B0Br 4. BrS1U1B12S1U1B0 
E)  1. Na/NHS1U1B13(liq)S1U1B0 2. NaNHS1U1B12S1U1B0 3. CHS1U1B13S1U1B0CHS1U1B12S1U1B0I 4. HBr 
A)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0CHS1U1B12S1U1B0Br 3. Na/NHS1U1B13(liq)S1U1B0 4. HBr 
B)  1. NaOH 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0Br 3. HS1U1B12S1U1B0, Lindlar cat 4. BrS1U1B12S1U1B0/HS1U1B12S1U1B0O 
C)  1. NaNHS1U1B12S1U1B0 2. CHS1U1B13S1U1B0CHS1U1B12S1U1B0I 3. HS1U1B12S1U1B0, Lindlar cat 4. BrS1U1B12S1U1B0 
D)  1. HS1U1B12S1U1B0, Lindlar cat 2. NaNHS1U1B12S1U1B0 3. CHS1U1B13S1U1B0CHS1U1B12S1U1B0Br 4. BrS1U1B12S1U1B0 
E)  1. Na/NHS1U1B13(liq)S1U1B0 2. NaNHS1U1B12S1U1B0 3. CHS1U1B13S1U1B0CHS1U1B12S1U1B0I 4. HBr

Question 12

Which base is strong enough to deprotonate 1-octyne completely?

Accepted Answer

A)  NaF 
B)  NaOH 
C)  NHS1U1B13S1U1B0 
D)  NaOCHS1U1B13S1U1B0 
E)  NaNHS1U1B12S1U1B0 
A)  NaF 
B)  NaOH 
C)  NHS1U1B13S1U1B0 
D)  NaOCHS1U1B13S1U1B0 
E)  NaNHS1U1B12S1U1B0

Which of the following statements is not true?

What is the systematic name for the following compound? ?

Which of the following sets of reactions accomplishes the synthesis shown below?

What is the systematic name for the following compound?

Why are alkynes less reactive toward electrophilic addition?

Which reagent is the best choice to complete the following transformation?

Which of the following methods would give the product in reasonable yield?

Which product is expected from the reaction shown here?

Rank the following carbocations in order of decreasing stability.

Which product would be isolated from the reaction shown?

Which of the following sets of reactions accomplish the synthesis shown below?

Which base is strong enough to deprotonate 1-octyne completely?

Remembering General Chemistry Electronic Structure and Bonding

Acids and Bases Central to Understanding Organic Chemistry

An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure

Isomers the Arrangement of Atoms in Space

Alkenes Structure, Nomenclature, and an Introduction to Reactivity Thermodynamics and Kinetics

The Reactions of Alkenes the Stereochemistry of Addition Reactions

Delocalized Electrons Their Eff

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, Ethers,epoxides, Amines, and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry Infrared Spectroscopy Uv Vis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones More Reactions of Carboxylic Acid Derivatives

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines Reactions of Heterocyclic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes,compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Exam 7: The Reactions of Alkynes an Introduction Tomultistep Synthesis

Which of the following statements is not true?

What is the systematic name for the following compound? ?

Which of the following sets of reactions accomplishes the synthesis shown below?

What is the systematic name for the following compound?

Why are alkynes less reactive toward electrophilic addition?

Which reagent is the best choice to complete the following transformation?

Which of the following methods would give the product in reasonable yield?

Which product is expected from the reaction shown here?

Rank the following carbocations in order of decreasing stability.

Which product would be isolated from the reaction shown?

Which of the following sets of reactions accomplish the synthesis shown below?

Which base is strong enough to deprotonate 1-octyne completely?

Remembering General Chemistry Electronic Structure and Bonding

Acids and Bases Central to Understanding Organic Chemistry

An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure

Isomers the Arrangement of Atoms in Space

Alkenes Structure, Nomenclature, and an Introduction to Reactivity Thermodynamics and Kinetics

The Reactions of Alkenes the Stereochemistry of Addition Reactions

Delocalized Electrons Their Eff

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, Ethers,epoxides, Amines, and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry Infrared Spectroscopy Uv Vis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones More Reactions of Carboxylic Acid Derivatives

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines Reactions of Heterocyclic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes,compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters