Question 1

Wilkinson's catalyst accomplishes which of the listed molecular syntheses?

Accepted Answer

A)   syn addition of H2 to an alkene
B)   anti addition of H2 to an alkene
C)   syn dihydroxylation of an alkene
D)   anti dihydroxylation of an alkene
E)   oxidative cleavage of an alkeneF) A) and E)
G) B) and D)

Question 2

Which of the following is the major product of the reaction shown?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and D)
F) C) and D)

Question 3

For the following reaction sequence provide the expected major organic product(s). Include all stereoisomers showing relevant stereochemistry.

Accepted Answer

The answer of For the following reaction sequence provide the...

Question 4

For the reaction sequence shown, what is the expected major product?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) All of the above
G) B) and C)

Question 5

What would be the optimal conditions to effect the following synthesis? 2SO4 B)  concentrated H2SO4 C)  dilute aqueous HBr D)  concentrated HBr" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   dilute aqueous H2SO4
B)   concentrated H2SO4
C)   dilute aqueous HBr
D)   concentrated HBrE) C) and D)
F) B) and D)

Question 6

Identify the product from the hydrogenation of an alkene.

Accepted Answer

A)   dihaloalkane
B)   alkane
C)   haloalkane
D)   alcohol
E)   etherF) A) and E)
G) None of the above

Question 7

How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water?

Accepted Answer

A)   1
B)   2
C)   3
D)   4
E)   8F) C) and D)
G) A) and B)

Question 8

Which reagents are most likely to accomplish the reaction shown below? 3∙THF / 2. HO-, H2O2, H2O B)  H+, H2O C)  1. Hg(OAc) 2, H2O, THF / 2. NaBH4 D)  1. Hg(OAc) 2, CH3OH / 2. NaBH4 E)  NaOH, H2O" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. BH3∙THF / 2. HO-, H2O2, H2O
B)   H+, H2O
C)   1. Hg(OAc) 2, H2O, THF / 2. NaBH4
D)   1. Hg(OAc) 2, CH3OH / 2. NaBH4
E)   NaOH, H2OF) B) and C)
G) A) and D)

Question 9

For the complete reduction of 1 mole of 3E,5E.-hepta-1,3,5-triene with H2 using a Pd catalyst, how many moles of H2 are consumed?

Accepted Answer

A)   1
B)   2
C)   3
D)   4
E)   5F) B) and D)
G) A) and D)

Question 10

Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) A) and B)
G) C) and D)

Question 11

For the reaction sequence below, identify the expected major products.

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and C)
F) C) and D)

Question 12

For this question, the "entropy term" refers to "-TΔS". Addition reactions are generally favorable at low temperatures because ________.

Accepted Answer

A)   the positive enthalpy term is larger than the negative entropy term
B)   the negative enthalpy term is larger than the positive entropy term
C)   the positive enthalpy term is smaller than the negative entropy term
D)   the negative enthalpy term is smaller than the positive entropy term
E)   the enthalpy and entropy terms are equalF) C) and D)
G) A) and B)

Question 13

Which of the reagents below are expected to convert cyclopentene into cyclopentane?

Accepted Answer

A)   H2 and Ni
B)   H2O
C)   Heat
D)   Zn, H3O+
E)   LightF) C) and E)
G) B) and E)

Question 14

Which is the correct sequence of steps necessary to complete the following reaction?

Accepted Answer

A)   I then II then III
B)   II then I then III
C)   II then IV
D)   III then I
E)   I then IV then II then IIIF) C) and E)
G) A) and D)

Question 15

Which of the given reaction schemes would produce the molecule shown below?

Accepted Answer

A)   I
B)   II
C)   III
D)   Both I and II
E)   Both II and IIIF) A) and C)
G) None of the above

Question 16

Most π bonds are quite prone to reaction with an ____________________, also referred to as electron-seeking reagents.

Accepted Answer

The answer of Most π bonds are quite prone to...

Question 17

What is the major product for the following reaction sequence?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) B) and D)
G) A) and C)

Question 18

Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

Accepted Answer

The answer of Provide the structure(s) of the expected major...

Question 19

Which of the catalysts listed are used in the homogenous catalytic hydrogenation of alkenes? I. Ni II. Pt III. Wilkinson's catalyst

Accepted Answer

A)   I
B)   II
C)   III
D)   I and II
E)   II and IIIF) C) and E)
G) B) and D)

Question 20

The Markovnikov product resulting from an addition reaction to an unsymmetrical alkene is formed because _____________.

Accepted Answer

A)   the product is statistically favored
B)   steric hindrance favors its formation
C)   the reaction proceeds via the more/most stable carbocation
D)   the reaction forms the more/most stable product
E)   All of the above are valid reasonsF) A) and D)
G) C) and D)

Exam 8: Addition Reactions of Alkenes

Most π bonds are quite prone to reaction with an ____________________, also referred to as electron-seeking reagents.

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Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown?

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Identify the product from the hydrogenation of an alkene.

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For the reaction sequence shown, what is the expected major product?

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For the complete reduction of 1 mole of 3E,5E.-hepta-1,3,5-triene with H2 using a Pd catalyst, how many moles of H2 are consumed?

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The Markovnikov product resulting from an addition reaction to an unsymmetrical alkene is formed because _____________.

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Which of the following is the major product of the reaction shown?

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What is the major product for the following reaction sequence?

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What would be the optimal conditions to effect the following synthesis?

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Which is the correct sequence of steps necessary to complete the following reaction?

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Which of the reagents below are expected to convert cyclopentene into cyclopentane?

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How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water?

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

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Which reagents are most likely to accomplish the reaction shown below?

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For the following reaction sequence provide the expected major organic product(s). Include all stereoisomers showing relevant stereochemistry.

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Which of the catalysts listed are used in the homogenous catalytic hydrogenation of alkenes? I. Ni II. Pt III. Wilkinson's catalyst

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For this question, the "entropy term" refers to "-TΔS". Addition reactions are generally favorable at low temperatures because ________.

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Which of the given reaction schemes would produce the molecule shown below?

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Wilkinson's catalyst accomplishes which of the listed molecular syntheses?

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For the reaction sequence below, identify the expected major products.

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For the complete reduction of 1 mole of 3E,5E.-hepta-1,3,5-triene with H₂ using a Pd catalyst, how many moles of H₂ are consumed?

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