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What is the product of the following reaction? What is the product of the following reaction?   A)  IV B)  I C)  II D)  III


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

E) C) and D)
F) B) and D)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  III B)  I C)  II D)  IV


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

E) A) and B)
F) C) and D)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  I B)  III C)  IV D)  II


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

E) None of the above
F) A) and C)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  IV B)  II C)  I D)  III


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

E) A) and B)
F) A) and C)

Correct Answer

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Name the following aldehyde. Name the following aldehyde.   A)  1-Methylcyclopentanylcarbaldehyde B)  2-Methylcyclopentanecarbaldehyde C)  1-Methylcyclopentanal D)  2-Methylcyclopentanal


A) 1-Methylcyclopentanylcarbaldehyde
B) 2-Methylcyclopentanecarbaldehyde
C) 1-Methylcyclopentanal
D) 2-Methylcyclopentanal

E) A) and B)
F) A) and C)

Correct Answer

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How would the following compounds be distinguishable using IR and 1H NMR spectroscopy? How would the following compounds be distinguishable using IR and <sup>1</sup>H NMR spectroscopy?   A)  The<sup>1</sup>H NMR spectrum of compound I will have two singlets. B)  The<sup>1</sup>H NMR spectrum of compound II will have one triplet at a chemical shift of about 4. C)  The<sup>1</sup>H NMR spectrum of compound I will have two singlets AND the C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II. D)  The C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II.


A) The1H NMR spectrum of compound I will have two singlets.
B) The1H NMR spectrum of compound II will have one triplet at a chemical shift of about 4.
C) The1H NMR spectrum of compound I will have two singlets AND the C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II.
D) The C=O absorption in the IR spectrum of compound I will be at a higher wave number than that of compound II.

E) A) and B)
F) A) and C)

Correct Answer

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Butanal (MW= 72) has a boiling point of 76 °C while butanol (MW= 74) has a boiling point of 118 °C. What accounts for this difference in boiling points?


A) Butanal is less sterically hindered than butanol.
B) Butanol is polar while butanal is not polar.
C) Butanol can exhibit dipole-dipole interactions while butanal cannot.
D) Butanol can hydrogen bond and butanal cannot hydrogen bond.

E) B) and C)
F) None of the above

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction?   A)  III B)  II C)  IV D)  I


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

E) B) and D)
F) A) and B)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  II B)  IV C)  I D)  III


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

E) A) and D)
F) B) and C)

Correct Answer

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A

Using1H NMR spectroscopy, how can you tell the difference between an aldehyde and a ketone?


A) A ketone has a signal around 200 ppm.
B) An aldehyde has a C-H stretch (one or two) between 2700-2830 cm-1.
C) A ketone has signals around 2-3 ppm.
D) An aldehyde has a proton signal between 9-10 ppm.

E) A) and D)
F) C) and D)

Correct Answer

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What is the product? What is the product?   A)  II B)  I C)  III D)  IV


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

E) B) and C)
F) All of the above

Correct Answer

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A

What needs to be done to make the following reaction proceed? What needs to be done to make the following reaction proceed?   A)  Add an acid catalyst only. B)  Heat the reaction and add an acid catalyst. C)  Heat the reaction. D)  Add a base catalyst only.


A) Add an acid catalyst only.
B) Heat the reaction and add an acid catalyst.
C) Heat the reaction.
D) Add a base catalyst only.

E) C) and D)
F) B) and D)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  IV B)  I C)  II D)  III


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

E) B) and D)
F) A) and B)

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction?   A)  III B)  II C)  IV D)  I


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

E) A) and C)
F) A) and D)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  III B)  II C)  IV D)  I


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

E) B) and D)
F) B) and C)

Correct Answer

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B

What is the driving force for the Wittig reaction?


A) The elimination of triphenylphosphine oxide
B) The formation of an alkene
C) The formation of a phosphonium salt
D) The deprotonation of a phosphonium salt

E) B) and C)
F) A) and D)

Correct Answer

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What is the product of the following reaction? What is the product of the following reaction?   A)  IV B)  II C)  I D)  III


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

E) A) and B)
F) None of the above

Correct Answer

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?   A)  Tert-butyl aldehyde B)  2,2-Dimethylpropanal C)  Pivaldehyde D)  2,2-Dimethylpentanal


A) Tert-butyl aldehyde
B) 2,2-Dimethylpropanal
C) Pivaldehyde
D) 2,2-Dimethylpentanal

E) B) and C)
F) C) and D)

Correct Answer

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