Question 1

The product,E,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 2

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 3

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 4

Which of the following is formed when 2,2,3-trimethylcyclohexanone reacts with hydrazine?

Accepted Answer

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

Question 5

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 6

What would be the final product?

Accepted Answer

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

Question 7

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

Accepted Answer

A) 
  
B) 
  
C) 
  
D)  C6H5CH2CH=CHC6H5 
E) 
  
A) 
  
B) 
  
C) 
  
D)  C6H5CH2CH=CHC6H5 
E)

Question 8

Propose a structure that fits the following spectroscopic data:
C5H10O
IR: 1720 cm−1
1H NMR: 1.1 $\delta$(triplet,3H),2.4 $\delta$ (quartet,2H)

Accepted Answer

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

Question 9

Identify the reagent(s)that would bring about the following reaction: CH3CH2CH2COCl --$\rightarrow$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 10

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 11

Which of the following would yield 3-pentanone as the major product?

Accepted Answer

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

Question 12

What,in general,is the order of decreasing reactivity of these carbonyl compounds towards nucleophilic reagents?

Accepted Answer

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

Question 13

What is the correct structure for 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 14

Complete the following reaction sequence,giving structural details of all significant intermediates.

Accepted Answer

The answer of Complete the following reaction sequence,giving structural details...

Question 15

Suggest a synthetic strategy for the synthesis of 6-methyl-3-heptanol from 4-methylpentanenitrile, (CH3)2CHCH2CH2CN.

Accepted Answer

Question 16

Stereoisomers can exist in the case of which of the following?

Accepted Answer

A)  The hydrazone of butanone 
B)  The oxime of acetone 
C)  The phenylhydrazone of cyclohexanone 
D)  The cyclic acetal formed from propanal and ethane-1,2-diol 
E)  The imine of cyclopentanone 
A)  The hydrazone of butanone 
B)  The oxime of acetone 
C)  The phenylhydrazone of cyclohexanone 
D)  The cyclic acetal formed from propanal and ethane-1,2-diol 
E)  The imine of cyclopentanone

Question 17

What is the correct structure for 7-methyl-4-octanone?

Accepted Answer

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

Question 18

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 19

What is the final product,Z,of the following synthesis?

Accepted Answer

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

Question 20

Which compound is an acetal?

Accepted Answer

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

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

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

What would be the product of the following reaction sequence?

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

Which of the following is formed when 2,2,3-trimethylcyclohexanone reacts with hydrazine?

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

What would be the final product?

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

Propose a structure that fits the following spectroscopic data: C5H10O IR: 1720 cm−1 1H NMR: 1.1 δ\deltaδ (triplet,3H),2.4 δ\deltaδ (quartet,2H)

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

What would be the product of the following reaction sequence?

Which of the following would yield 3-pentanone as the major product?

What,in general,is the order of decreasing reactivity of these carbonyl compounds towards nucleophilic reagents?

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

Complete the following reaction sequence,giving structural details of all significant intermediates.

Suggest a synthetic strategy for the synthesis of 6-methyl-3-heptanol from 4-methylpentanenitrile, (CH3)2CHCH2CH2CN.

Stereoisomers can exist in the case of which of the following?

What is the correct structure for 7-methyl-4-octanone?

A good synthesis of

What is the final product,Z,of the following synthesis?

Which compound is an acetal?

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

Propose a structure that fits the following spectroscopic data: C₅H₁₀O IR: 1720 cm⁻¹ ¹H NMR: 1.1 $\delta$ (triplet,3H),2.4 $\delta$ (quartet,2H)

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

Suggest a synthetic strategy for the synthesis of 6-methyl-3-heptanol from 4-methylpentanenitrile, (CH₃)₂CHCH₂CH₂CN.