Question 1

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 2

The 1H NMR spectrum of a compound with formula C7H14O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?

Accepted Answer

A)  2-Methyl-3-hexanone 
B)  2-Methylhexanal 
C)  2,2 -Dimethylpentanal 
D)  2,2-Dimethyl-3-pentanone 
E)  Two of the above 
A)  2-Methyl-3-hexanone 
B)  2-Methylhexanal 
C)  2,2 -Dimethylpentanal 
D)  2,2-Dimethyl-3-pentanone 
E)  Two of the above

Question 3

The product,D,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 4

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

Question 5

What is the correct IUPAC name for the following compound?

Accepted Answer

A)  2-Methyl-2-bromobutanone 
B)  (S)-2-Bromo-2-methylcyclobutanone 
C)  (R)-2-Bromo-2-methylcyclobutanone 
D)  (S)-1-Bromo-1-methyl-2-cyclobutanone 
E)  (R)-1-Bromo-1-methyl-2-cyclobutanone 
A)  2-Methyl-2-bromobutanone 
B)  (S)-2-Bromo-2-methylcyclobutanone 
C)  (R)-2-Bromo-2-methylcyclobutanone 
D)  (S)-1-Bromo-1-methyl-2-cyclobutanone 
E)  (R)-1-Bromo-1-methyl-2-cyclobutanone

Question 6

What new compound will be formed when gaseous HCl is added to a solution of propanal in methanol?

Accepted Answer

A) 
  
B) 
  
C)  CH3CH2CH(OCH3)2 
D) 
  
E)  None of the above 
A) 
  
B) 
  
C)  CH3CH2CH(OCH3)2 
D) 
  
E)  None of the above

Question 7

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 8

A compound containing a C=N double bond is known as a(n)__________.

Accepted Answer

The answer of A compound containing a C=N double bond...

Question 9

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

Accepted Answer

A)  4-Methylhexanal 
B)  4-Methyl-1-hexanol 
C)  3-Methylhexanal 
D)  4,10-Dimethyldodecane-6,7-dione 
E)  4,10-Dimethyldodecane-6,7-diol 
A)  4-Methylhexanal 
B)  4-Methyl-1-hexanol 
C)  3-Methylhexanal 
D)  4,10-Dimethyldodecane-6,7-dione 
E)  4,10-Dimethyldodecane-6,7-diol

Question 10

A good synthesis of

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these are equally useful. 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these are equally useful.

Question 11

The Tollens test,used in conjunction with 2,4-DNP,can distinguish between ______________ and _______________.

Accepted Answer

aldehydes

Question 12

What reagent would help you distinguish between acetophenone and 2-methylbenzaldehyde?

Accepted Answer

The answer of What reagent would help you distinguish between...

Question 13

What is the correct structure for (S)-4-cyclohexyl-3-methyl-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 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

The 1H NMR spectrum of a compound with formula C7H14O gives three signals.Which of these structures is a possible one for this compound?

Accepted Answer

A)  2-Heptanone 
B)  3-Heptanone 
C)  2,4-Dimethyl-3-pentanone 
D)  2,2-Dimethyl-3-pentanone 
E)  Two of the above 
A)  2-Heptanone 
B)  3-Heptanone 
C)  2,4-Dimethyl-3-pentanone 
D)  2,2-Dimethyl-3-pentanone 
E)  Two of the above

Question 16

What would be the product of the following reaction sequence?

Accepted Answer

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

Question 17

Which of these gem-diols is expected to be the most stable?

Accepted Answer

A) 
  
B)  CH3CH(OH)2 
C) 
  
D)  C6H5CH(OH)2 
E)  ClCH2CH(OH)2 
A) 
  
B)  CH3CH(OH)2 
C) 
  
D)  C6H5CH(OH)2 
E)  ClCH2CH(OH)2

Question 18

Which is the proper name for the structure shown?

Accepted Answer

A)  3,5-Dimethyl-5-(4-chlorobenzyl)-1-pentanal 
B)  3-Methyl-5-(4-chlorophenyl)hexanol 
C)  3,5-Dimethyl-5-(4-chlorophenyl)-1-pentanaldehyde 
D)  3-Methyl-5-(4-chlorophenyl)-hexanaldehyde 
E)  3-Methyl-5-(4-chlorophenyl)hexanal 
A)  3,5-Dimethyl-5-(4-chlorobenzyl)-1-pentanal 
B)  3-Methyl-5-(4-chlorophenyl)hexanol 
C)  3,5-Dimethyl-5-(4-chlorophenyl)-1-pentanaldehyde 
D)  3-Methyl-5-(4-chlorophenyl)-hexanaldehyde 
E)  3-Methyl-5-(4-chlorophenyl)hexanal

Question 19

What would be the product of the following reaction sequence?

Accepted Answer

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

Question 20

A good synthesis of

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these are equally useful. 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these are equally useful.

Exam 16: Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

What is the major product of the following reaction sequence?

The 1H NMR spectrum of a compound with formula C7H14O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?

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

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

What is the correct IUPAC name for the following compound?

What new compound will be formed when gaseous HCl is added to a solution of propanal in methanol?

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

A compound containing a C=N double bond is known as a(n)__________.

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

A good synthesis of

The Tollens test,used in conjunction with 2,4-DNP,can distinguish between ______________ and _______________.

What reagent would help you distinguish between acetophenone and 2-methylbenzaldehyde?

What is the correct structure for (S)-4-cyclohexyl-3-methyl-2-butanone?

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)

The 1H NMR spectrum of a compound with formula C7H14O gives three signals.Which of these structures is a possible one for this compound?

What would be the product of the following reaction sequence?

Which of these gem-diols is expected to be the most stable?

Which is the proper name for the structure shown?

What would be the product of the following reaction sequence?

A good synthesis of

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The ¹H NMR spectrum of a compound with formula C₇H₁₄O gives a doublet at 9.2 ppm.Which of these structures is a possible one for this compound?

The Tollens test,used in conjunction with 2,4-DNP,can distinguish between and _.

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)

The ¹H NMR spectrum of a compound with formula C₇H₁₄O gives three signals.Which of these structures is a possible one for this compound?