Question 1

Which of the following transitions is usually observed in the UV spectra of ketones?

Accepted Answer

A)  n to π* 
B)  n to π 
C)  σ to n 
D)  σ to σ* 
E)  n to σ* 
A)  n to π* 
B)  n to π 
C)  σ to n 
D)  σ to σ* 
E)  n to σ* A

Question 2

Propose a synthesis of 3-methylhept-4-yn-3-ol from but-1-yne.

Accepted Answer

1. NaNH₂ 2. CH₃COCH₂CH₃ 3. H₃O⁺

Question 3

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 4

Provide the structure of the hydrate of cyclopentanone.

Accepted Answer

The answer of Provide the structure of the hydrate of...

Question 5

Predict the product of the following reaction.

Accepted Answer

The answer of Predict the product of the following reaction....

Question 6

Which of the following is also known as a Schiff base?

Accepted Answer

A)  an imine 
B)  a cyanohydrin 
C)  a hydrate 
D)  sodium hydroxide 
E)  an aldehyde 
A)  an imine 
B)  a cyanohydrin 
C)  a hydrate 
D)  sodium hydroxide 
E)  an aldehyde

Question 7

Give the structure of the acyclic compound from which the following imine was formed.

Accepted Answer

The answer of Give the structure of the acyclic compound...

Question 8

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 9

Propose a Wittig reaction-based synthesis of hex-3-ene using propene as the only carbon source and any other reagents necessary.

Accepted Answer

Prepare hex-3-ene from propene

Question 10

Provide the structure of the compound which results when HCN adds to pentanal.

Accepted Answer

The answer of Provide the structure of the compound which...

Question 11

The reagent which converts a carbonyl group of a ketone into a methylene group is ________.

Accepted Answer

A)  Na, NH3, CH3CH2OH 
B)  LiAlH4 
C)  NaBH4, CH3CH2OH 
D)  Zn(Hg), conc. HCl 
E)  LiAlH[OC(CH3)3]3 
A)  Na, NH3, CH3CH2OH 
B)  LiAlH4 
C)  NaBH4, CH3CH2OH 
D)  Zn(Hg), conc. HCl 
E)  LiAlH[OC(CH3)3]3

Question 12

Why is (CH3)3CCHO not available via a 1,3-dithiane based synthesis?

Accepted Answer

A dithiane based synthesis of

Question 13

How might one prepare 4-heptanone from CH3CH2CH2CN in two steps?

Accepted Answer

Question 14

Provide the structure of the major organic product which results when CH3CH2I is treated with PPh3 and the resulting salt is reacted with one equivalent of butyllithium.

Accepted Answer

Question 15

Provide the major organic product which results when (CH3)2CHCH2CH2COCl is treated with LiAlH[OC(CH3)3]3.

Accepted Answer

Question 16

Why are the equilibrium constants for hydration of aldehydes typically greater than those of ketones?

Accepted Answer

The carbonyl group of an aldehyde is sta

Question 17

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 18

What reagent can be used to convert benzophenone into triphenylmethanol?

Accepted Answer

PhMgBr fol

Question 19

What would be the product of the following reaction?

Accepted Answer

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

Question 20

Provide the proper IUPAC name for (CH3)2CHCH2CH2COCH=CH2.

Accepted Answer

6-methylhe

Exam 18: Ketones and Aldehydes

Which of the following transitions is usually observed in the UV spectra of ketones?

Propose a synthesis of 3-methylhept-4-yn-3-ol from but-1-yne.

Provide the major organic product of the reaction shown below.

Provide the structure of the hydrate of cyclopentanone.

Predict the product of the following reaction.

Which of the following is also known as a Schiff base?

Give the structure of the acyclic compound from which the following imine was formed.

Provide the major organic product of the reaction shown below.

Propose a Wittig reaction-based synthesis of hex-3-ene using propene as the only carbon source and any other reagents necessary.

Provide the structure of the compound which results when HCN adds to pentanal.

The reagent which converts a carbonyl group of a ketone into a methylene group is ________.

Why is (CH3)3CCHO not available via a 1,3-dithiane based synthesis?

How might one prepare 4-heptanone from CH3CH2CH2CN in two steps?

Provide the structure of the major organic product which results when CH3CH2I is treated with PPh3 and the resulting salt is reacted with one equivalent of butyllithium.

Provide the major organic product which results when (CH3)2CHCH2CH2COCl is treated with LiAlH[OC(CH3)3]3.

Why are the equilibrium constants for hydration of aldehydes typically greater than those of ketones?

Provide the major organic product of the reaction shown below.

What reagent can be used to convert benzophenone into triphenylmethanol?

What would be the product of the following reaction?

Provide the proper IUPAC name for (CH3)2CHCH2CH2COCH=CH2.

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Why is (CH₃)₃CCHO not available via a 1,3-dithiane based synthesis?

How might one prepare 4-heptanone from CH₃CH₂CH₂CN in two steps?

Provide the structure of the major organic product which results when CH₃CH₂I is treated with PPh₃ and the resulting salt is reacted with one equivalent of butyllithium.

Provide the major organic product which results when (CH₃)₂CHCH₂CH₂COCl is treated with LiAlH[OC(CH₃)₃]₃.

Provide the proper IUPAC name for (CH₃)₂CHCH₂CH₂COCH=CH₂.