Question 1

The 13C NMR spectrum of a compound with formula C7H14O gives five signals.Which of these structures is a possible one for this compound?

Accepted Answer

A) 2-Heptanone 
B) 3-Heptanone 
C) 2,2-Dimethyl-3-pentanone 
D) 2,4-Dimethyl-3-pentanone 
E) Two of these choices. 
A) 2-Heptanone 
B) 3-Heptanone 
C) 2,2-Dimethyl-3-pentanone 
D) 2,4-Dimethyl-3-pentanone 
E) Two of these choices. C

Question 2

Acetaldehyde is reacted with excess methanol in acid.The product was isolated and gave the following 1H NMR spectroscopic data:
1.3 $\delta$ (doublet,3H)
3.4 $\delta$ (singlet,6H)
4.6 $\delta$ (quartet,1H)
Propose a structure consistent with this information.

Accepted Answer

The answer of Acetaldehyde is reacted with excess methanol in...

Question 3

Which of the following is not a synthesis of benzophenone,

Accepted Answer

A)    
B)    
C)    
D)    
E) All of these choices will give benzophenone. 
A)    
B)    
C)    
D)    
E) All of these choices will give benzophenone. E

Question 4

What is the correct IUPAC name for the following compound?

Accepted Answer

A) bicyclo[1.1.0]butan-2-one 
B) bicyclo[1.0.1]butan-2-one 
C) bicyclo[1.1.0]pentan-2-one 
D) bicyclo[0.1.1]butan-2-one 
E) bicyclo[1.0.1]pentan-2-one 
A) bicyclo[1.1.0]butan-2-one 
B) bicyclo[1.0.1]butan-2-one 
C) bicyclo[1.1.0]pentan-2-one 
D) bicyclo[0.1.1]butan-2-one 
E) bicyclo[1.0.1]pentan-2-one

Question 5

Which is the general formula for a thioacetal?

Accepted Answer

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

Question 6

Which reagent will not differentiate between 3-butenal and 2-butanone?

Accepted Answer

A) Br2/CCl4 
B) Ag2O,OH- 
C) H2NNHC6H5 
D) KMnO4,OH- 
E) None of these choices. 
A) Br2/CCl4 
B) Ag2O,OH- 
C) H2NNHC6H5 
D) KMnO4,OH- 
E) None of these choices.

Question 7

Which of the reactions listed below would serve as a synthesis of acetophenone,

Accepted Answer

A) 
  
B)    
C)    
D) Two of these choices. 
E) All of these choices. 
A) 
  
B)    
C)    
D) Two of these choices. 
E) All of these choices.

Question 8

The product,E,of the following sequence of reactions   would be:

Accepted Answer

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

Question 9

Aldehydes are more reactive than ketones towards nucleophilic substitution because of both steric and electronic factors.Briefly explain.
a)Steric reasons: ___.
b)Electronic reasons: ___.

Accepted Answer

a)aldehydes have a small hydrogen substi

Question 10

Suggest a synthetic strategy for the synthesis of 3-heptanone from 1-butene.

Accepted Answer

The answer of Suggest a synthetic strategy for the synthesis...

Question 11

Select the structure of the major product in the following reaction.

Accepted Answer

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

Question 12

What is the correct structure for 2,3-dimethyl-2-hepten-4-one?

Accepted Answer

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

Question 13

The product,K,of the following sequence of reactions   would be:

Accepted Answer

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

Question 14

Propose a structure that fits the following spectroscopic data:
C3H6O
IR: 1730 cm−1
1H NMR: 1.1 $\delta$ (triplet,3H),2.5 $\delta$ (doublet of quartets,2H),9.8 $\delta$ (doublet,1H)

Accepted Answer

The answer of Propose a structure that fits the following...

Question 15

Identify the reagent(s)that would bring about the following reaction: CH3CH2CH2COCl $\to$CH3CH2CH2CHO

Accepted Answer

A) H2/Ni 
B) Li/liq.NH3 
C) LiAlH[OC(CH3)3]3,ether 
D) NaBH4,CH3OH 
E) LiAlH4,ether 
A) H2/Ni 
B) Li/liq.NH3 
C) LiAlH[OC(CH3)3]3,ether 
D) NaBH4,CH3OH 
E) LiAlH4,ether

Question 16

What would be the final product?

Accepted Answer

A)    
B)    
C) C6H5CH=CHCH3 
D)    
E)    
A)    
B)    
C) C6H5CH=CHCH3 
D)    
E)

Question 17

What is the correct structure for 4-(1-methylcyclohexyl)-2-butanone?

Accepted Answer

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

Question 18

The product,E,of the following reaction sequence,   would be:

Accepted Answer

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

Question 19

Which of the following is formed when 4-methylpentanal reacts with phenylhydrazine?

Accepted Answer

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

Question 20

What is the correct structure for (S)-7-bromo-1-octyn-4-one?

Accepted Answer

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

Exam 16: Aldehydes and Ketones

The 13C NMR spectrum of a compound with formula C7H14O gives five signals.Which of these structures is a possible one for this compound?

Acetaldehyde is reacted with excess methanol in acid.The product was isolated and gave the following 1H NMR spectroscopic data: 1.3 δ\deltaδ (doublet,3H) 3.4 δ\deltaδ (singlet,6H) 4.6 δ\deltaδ (quartet,1H) Propose a structure consistent with this information.

Which of the following is not a synthesis of benzophenone,

What is the correct IUPAC name for the following compound?

Which is the general formula for a thioacetal?

Which reagent will not differentiate between 3-butenal and 2-butanone?

Which of the reactions listed below would serve as a synthesis of acetophenone,

The product,E,of the following sequence of reactions would be:

Aldehydes are more reactive than ketones towards nucleophilic substitution because of both steric and electronic factors.Briefly explain. a)Steric reasons: ___. b)Electronic reasons: ___.

Suggest a synthetic strategy for the synthesis of 3-heptanone from 1-butene.

Select the structure of the major product in the following reaction.

What is the correct structure for 2,3-dimethyl-2-hepten-4-one?

The product,K,of the following sequence of reactions would be:

Propose a structure that fits the following spectroscopic data: C3H6O IR: 1730 cm−1 1H NMR: 1.1 δ\deltaδ (triplet,3H),2.5 δ\deltaδ (doublet of quartets,2H),9.8 δ\deltaδ (doublet,1H)

Identify the reagent(s)that would bring about the following reaction: CH3CH2CH2COCl →\to→ CH3CH2CH2CHO

What would be the final product?

What is the correct structure for 4-(1-methylcyclohexyl)-2-butanone?

The product,E,of the following reaction sequence, would be:

Which of the following is formed when 4-methylpentanal reacts with phenylhydrazine?

What is the correct structure for (S)-7-bromo-1-octyn-4-one?

The Basics

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Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

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

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

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Nucleic Acids and Protein Synthesis

Filters

The ¹³C NMR spectrum of a compound with formula C₇H₁₄O gives five signals.Which of these structures is a possible one for this compound?

Acetaldehyde is reacted with excess methanol in acid.The product was isolated and gave the following ¹H NMR spectroscopic data: 1.3 $\delta$ (doublet,3H) 3.4 $\delta$ (singlet,6H) 4.6 $\delta$ (quartet,1H) Propose a structure consistent with this information.

Aldehydes are more reactive than ketones towards nucleophilic substitution because of both steric and electronic factors.Briefly explain. a)Steric reasons: _. b)Electronic reasons: _.

Propose a structure that fits the following spectroscopic data: C₃H₆O IR: 1730 cm⁻¹ ¹H NMR: 1.1 $\delta$ (triplet,3H),2.5 $\delta$ (doublet of quartets,2H),9.8 $\delta$ (doublet,1H)

Identify the reagent(s)that would bring about the following reaction: CH₃CH₂CH₂COCl $\to$ CH₃CH₂CH₂CHO