Question 1

What is the major product for the following reaction sequence?

Accepted Answer

A)    
B)    
C)    
D)    
E) None of these choices. 
A)    
B)    
C)    
D)    
E) None of these choices.

Question 2

Alkenes and alkynes that are saturated must have an index of hydrogen deficiency equal to zero as they have no carbon-carbon pi electron present in the system.

Accepted Answer

A) True 
 B)False

Question 3

The product(s)for the following reaction would mainly be dictated by which mechanism?

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
E) None of these choices. 
A) SN1 
B) SN2 
C) E1 
D) E2 
E) None of these choices.

Question 4

Which product (or products)would be formed in appreciable amount(s)when trans-1-bromo-2-methylcyclohexane undergoes dehydrohalogenation upon treatment with sodium ethoxide in ethanol?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) More than one of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) More than one of these choices.

Question 5

Predict the product(s)for the following reaction sequence.

Accepted Answer

A)    
B)    
C)    
D)    
E) None of these choices. 
A)    
B)    
C)    
D)    
E) None of these choices.

Question 6

The major product(s)for the following reaction would mainly be dictated by which mechanism?

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
E) None of these choices. 
A) SN1 
B) SN2 
C) E1 
D) E2 
E) None of these choices.

Question 7

Predict the product(s)for the following reaction sequence.

Accepted Answer

A)    
B)    
C)    
D)    
E) A mixture of two of these choices. 
A)    
B)    
C)    
D)    
E) A mixture of two of these choices.

Question 8

Predict the product(s)for the following reaction sequence.

Accepted Answer

A)    
B)    
C)    
D)    
E) More than one of these choices 
A)    
B)    
C)    
D)    
E) More than one of these choices

Question 9

What is the major product of the reaction of the following reaction?

Accepted Answer

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

Question 10

A correct IUPAC name for the following compound is:

Accepted Answer

A) 3,3,5-trimethyl-2-hexene 
B) 3-isobutyl-3-isopropyl-2-propene 
C) 3-isobutyl-4-methyl-2-pentene 
D) 3-(1-methylethyl)-5-methyl-2-hexene 
E) None of these choices. 
A) 3,3,5-trimethyl-2-hexene 
B) 3-isobutyl-3-isopropyl-2-propene 
C) 3-isobutyl-4-methyl-2-pentene 
D) 3-(1-methylethyl)-5-methyl-2-hexene 
E) None of these choices.

Question 11

What is the major product for the following reaction?

Accepted Answer

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

Question 12

Predict the major organic product(s)of the following reaction:

Accepted Answer

A) I,II 
B) III,V 
C) I,IV 
D) only V 
E) None of these choices. 
A) I,II 
B) III,V 
C) I,IV 
D) only V 
E) None of these choices.

Question 13

Consider the substitution reaction that takes place when (R)-3-iodo-3-methylheptane is treated with sodium acetate (CH3CO2Na).Which of the following would be true?

Accepted Answer

A) An SN2 reaction would take place with inversion of configuration at the stereogenic center. 
B) An SN1 reaction would take place with retention of configuration at the stereogenic center. 
C) An SN1 reaction would take place with racemization of configuration at the stereogenic center. 
D) An SN1 reaction would take place,accompanied by an E1 reaction,affording a complex mixture of products. 
E) An E2 reaction would take place,during which the stereogenic center is lost. 
A) An SN2 reaction would take place with inversion of configuration at the stereogenic center. 
B) An SN1 reaction would take place with retention of configuration at the stereogenic center. 
C) An SN1 reaction would take place with racemization of configuration at the stereogenic center. 
D) An SN1 reaction would take place,accompanied by an E1 reaction,affording a complex mixture of products. 
E) An E2 reaction would take place,during which the stereogenic center is lost.

Question 14

Alkynes can be produced from either ___ or ___ dihalides.

Accepted Answer

The answer of Alkynes can be produced from either ___...

Question 15

Predict the major product(s)for the following reaction sequence.

Accepted Answer

A)    
B)    
C)    
D)    
E) A 1:1 mixture of two of these choices.) 
A)    
B)    
C)    
D)    
E) A 1:1 mixture of two of these choices.)

Question 16

Name the following compound:

Accepted Answer

A) (S,Z)-3-bromo-4-methylhex-2-ene 
B) (S)-3-bromo-4-methylhex-2-ene 
C) (S,Z)-4-bromo-3-methylhex-4-ene 
D) (S,
E) -3-bromo-4-methylhex-2-ene 
E) (R,
E) -3-bromo-4-methylhex-2-ene 
A) (S,Z)-3-bromo-4-methylhex-2-ene 
B) (S)-3-bromo-4-methylhex-2-ene 
C) (S,Z)-4-bromo-3-methylhex-4-ene 
D) (S,
E) -3-bromo-4-methylhex-2-ene 
E) (R,
E) -3-bromo-4-methylhex-2-ene

Question 17

Even though sodium ethoxide is a strong nucleophile and a strong base,only one major product is observed in the reaction below.Explain why.

Accepted Answer

Notice that an S_N2 reaction is not likely

Question 18

Suggest a reagent to perform the following transformation:

Accepted Answer

A) NaOH,H2O 
B) NaH,THF 
C) NaOMe,MeOH 
D) t-butoxide,t-butanol 
E) Ethanol 
A) NaOH,H2O 
B) NaH,THF 
C) NaOMe,MeOH 
D) t-butoxide,t-butanol 
E) Ethanol

Question 19

What is the major product for the following reaction sequence?

Accepted Answer

A)    
B)    
C)    
D)    
E) None of these choices. 
A)    
B)    
C)    
D)    
E) None of these choices.

Question 20

Which alcohol would be most easily dehydrated?

Accepted Answer

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

Exam 7: Alkenes and Alkynes I

What is the major product for the following reaction sequence?

Alkenes and alkynes that are saturated must have an index of hydrogen deficiency equal to zero as they have no carbon-carbon pi electron present in the system.

The product(s)for the following reaction would mainly be dictated by which mechanism?

Which product (or products)would be formed in appreciable amount(s)when trans-1-bromo-2-methylcyclohexane undergoes dehydrohalogenation upon treatment with sodium ethoxide in ethanol?

Predict the product(s)for the following reaction sequence.

The major product(s)for the following reaction would mainly be dictated by which mechanism?

Predict the product(s)for the following reaction sequence.

Predict the product(s)for the following reaction sequence.

What is the major product of the reaction of the following reaction?

A correct IUPAC name for the following compound is:

What is the major product for the following reaction?

Predict the major organic product(s)of the following reaction:

Consider the substitution reaction that takes place when (R)-3-iodo-3-methylheptane is treated with sodium acetate (CH3CO2Na).Which of the following would be true?

Alkynes can be produced from either ___ or ___ dihalides.

Predict the major product(s)for the following reaction sequence.

Name the following compound:

Even though sodium ethoxide is a strong nucleophile and a strong base,only one major product is observed in the reaction below.Explain why.

Suggest a reagent to perform the following transformation:

What is the major product for the following reaction sequence?

Which alcohol would be most easily dehydrated?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

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

Consider the substitution reaction that takes place when (R)-3-iodo-3-methylheptane is treated with sodium acetate (CH₃CO₂Na).Which of the following would be true?

Alkynes can be produced from either _ or _ dihalides.