Question 1

Zaitsev's rule states that:

Accepted Answer

A) In electrophilic addition of an unsymmetrical reagent to an unsymmetrical alkene,the more positive portion of the reagent will become attached to the carbon of the double bond bearing the greater number of hydrogen atoms. 
B) An equatorial substituent in cyclohexane results in a more stable conformation than if that substituent were axial. 
C) E2 reactions occur only if the $\beta$-hydrogen and leaving group can assume an anti-periplanar arrangement. 
D) When a reaction forms an alkene,and several possibilities exist,the more (or most)stable isomer is the one which predominates. 
E) The order of reactivity of alcohols in dehydration reactions is 3º > 2º > 1º. 
A) In electrophilic addition of an unsymmetrical reagent to an unsymmetrical alkene,the more positive portion of the reagent will become attached to the carbon of the double bond bearing the greater number of hydrogen atoms. 
B) An equatorial substituent in cyclohexane results in a more stable conformation than if that substituent were axial. 
C) E2 reactions occur only if the $\beta$-hydrogen and leaving group can assume an anti-periplanar arrangement. 
D) When a reaction forms an alkene,and several possibilities exist,the more (or most)stable isomer is the one which predominates. 
E) The order of reactivity of alcohols in dehydration reactions is 3º > 2º > 1º.

Question 2

What is the major product for the following reaction?

Accepted Answer

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

Question 3

When 1,4-diiodo-2,2-dimethylbutane (0.10 mol)is treated with 0.10 mol of NaCN in dimethyl sulfoxide at 30S1U1P1$\circ$S1S1P0C,the product formed is:

Accepted Answer

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

Question 4

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 5

What is the major product for the following reaction?

Accepted Answer

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

Question 6

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 7

What would be the major product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) An equimolar mixture of I and II. 
A) I 
B) II 
C) III 
D) IV 
E) An equimolar mixture of I and II.

Question 8

What is the major product for the following reaction?

Accepted Answer

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

Question 9

Which would be formed in the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 10

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 11

A compound X with the formula C7H10 undergoes catalytic hydrogenation to produce a compound Y with the formula C7H14. What could be true of X?

Accepted Answer

A) X might have one triple bond and one ring. 
B) X might have two double bonds and one ring. 
C) X might have one double bond and two rings. 
D) X might have one double bond and one triple bond. 
E) More than one of these choices. 
A) X might have one triple bond and one ring. 
B) X might have two double bonds and one ring. 
C) X might have one double bond and two rings. 
D) X might have one double bond and one triple bond. 
E) More than one of these choices.

Question 12

The structure of the product,C,of the following sequence of reactions would be:

Accepted Answer

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

Question 13

The IR spectrum of an unknown substance Q,C9H16,is found to have distinct peaks at 3310 cm-1 and 2140 cm-1.Treatment of Q with excess H2 in presence of Raney Ni affords nearly quantitative yields of 2,3-dimethylheptane.Propose a reasonable structure for Q,based on the above information,briefly explaining your rationale.Also give its IUPAC name.

Accepted Answer

@#IMG-DLM& The Index of Hydrogen deficiency of Q i

Question 14

The process by which one works a synthesis problem backwards to the point where reagentscan be easily acquired is known as ___.

Accepted Answer

retrosynth

Question 15

What is the major product for the following reaction?

Accepted Answer

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

Question 16

In hydrogenation reactions,both hydrogen atoms add to the pi system from the same face of the molecule.This is an example of a(n)___ addition.

Accepted Answer

The answer of In hydrogenation reactions,both hydrogen atoms add to...

Question 17

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 18

By analyzing the starting material and the product(s),the following reaction is possibly an example of what type of mechanism?

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
E) More than one of these choices. 
A) SN1 
B) SN2 
C) E1 
D) E2 
E) More than one of these choices.

Question 19

Which alcohol would be most easily dehydrated?

Accepted Answer

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

Question 20

Tertiary carbocations will form the fastest because they have a transition state that is the lowest in free energy.

Accepted Answer

A) True 
 B)False

Exam 7: Alkenes and Alkynes I

Zaitsev's rule states that:

What is the major product for the following reaction?

When 1,4-diiodo-2,2-dimethylbutane (0.10 mol)is treated with 0.10 mol of NaCN in dimethyl sulfoxide at 30 ∘\circ∘ C,the product formed is:

What is the major product for the following reaction sequence?

What is the major product for the following reaction?

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

What would be the major product of the following reaction?

What is the major product for the following reaction?

Which would be formed in the following reaction?

What is the major product for the following reaction sequence?

A compound X with the formula C7H10 undergoes catalytic hydrogenation to produce a compound Y with the formula C7H14. What could be true of X?

The structure of the product,C,of the following sequence of reactions would be:

The process by which one works a synthesis problem backwards to the point where reagentscan be easily acquired is known as ___.

What is the major product for the following reaction?

In hydrogenation reactions,both hydrogen atoms add to the pi system from the same face of the molecule.This is an example of a(n)___ addition.

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

By analyzing the starting material and the product(s),the following reaction is possibly an example of what type of mechanism?

Which alcohol would be most easily dehydrated?

Tertiary carbocations will form the fastest because they have a transition state that is the lowest in free energy.

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

When 1,4-diiodo-2,2-dimethylbutane (0.10 mol)is treated with 0.10 mol of NaCN in dimethyl sulfoxide at 30^$\circ$C,the product formed is:

A compound X with the formula C₇H₁₀ undergoes catalytic hydrogenation to produce a compound Y with the formula C₇H_14. What could be true of X?