Question 1

Provide the structure of the compound that results when 4-heptanone is treated with peroxyacetic acid.

Accepted Answer

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

Question 2

Provide the major organic product of the reaction of aniline with 3-pentanone.

Accepted Answer

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

Question 3

Draw the two major resonance forms of the cation which results when cyclohexanone's carbonyl group is protonated.

Accepted Answer

The answer of Draw the two major resonance forms of...

Question 4

Diisobutylaluminum hydride (DIBALH)can be used to carry out which of the following conversions?

Accepted Answer

A) ester to aldehyde 
B) carboxylic acid to ester 
C) 2 alcohol to ketone 
D) aldehyde to carboxylic acid 
E) ester to ketone 
A) ester to aldehyde 
B) carboxylic acid to ester 
C) 2 alcohol to ketone 
D) aldehyde to carboxylic acid 
E) ester to ketone

Question 5

What reagent(s)would you use to accomplish the following conversion?

Accepted Answer

A) CH3Br; H3O+ 
B) CH3MgBr; H3O+ 
C) (CH3)2CuLi; H3O+ 
D) CH3Br; LiAlH4; H3O+ 
E) LiAlH4; CH3MgBr; H3O+ 
A) CH3Br; H3O+ 
B) CH3MgBr; H3O+ 
C) (CH3)2CuLi; H3O+ 
D) CH3Br; LiAlH4; H3O+ 
E) LiAlH4; CH3MgBr; H3O+

Question 6

Give the product for the following reaction.

Accepted Answer

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

Question 7

Provide the major organic product(s)of the reaction below.

Accepted Answer

The answer of Provide the major organic product(s)of the reaction...

Question 8

Give the product for the following reaction.

Accepted Answer

A)    
B) CH3CH2CH3 
C) CH3CH2CH2CH2OH 
D) CH3CH2CH2CH3 
E) CH3CH2CH2OH 
A)    
B) CH3CH2CH3 
C) CH3CH2CH2CH2OH 
D) CH3CH2CH2CH3 
E) CH3CH2CH2OH

Question 9

Give the systematic name for the structure.

Accepted Answer

A) 2-methyl-4-hexanone 
B) 2-methyl-4-heptanone 
C) 2-methyl-4-pentanone 
D) 5-methyl-3-hexanone 
E) 5-methyl-3-heptanone 
A) 2-methyl-4-hexanone 
B) 2-methyl-4-heptanone 
C) 2-methyl-4-pentanone 
D) 5-methyl-3-hexanone 
E) 5-methyl-3-heptanone

Question 10

Provide the structure of the cyanohydrin that results when 4-heptanone is treated with HCN/KCN.

Accepted Answer

The answer of Provide the structure of the cyanohydrin that...

Question 11

Provide the structure of the compound that results when 4-heptanone is treated with CH3CH=PPh3.

Accepted Answer

Question 12

In carbon NMR, the carbon atom of the carbonyl group in aldehydes and ketones has a chemical shift of about ________.

Accepted Answer

A) 20 ppm 
B) 40 ppm 
C) 60 ppm 
D) 120 ppm 
E) 200 ppm 
A) 20 ppm 
B) 40 ppm 
C) 60 ppm 
D) 120 ppm 
E) 200 ppm

Question 13

In the proton NMR spectra of aldehydes and ketones, the protons bonded to carbons adjacent to the carbonyl group typically fall into which of the chemical shift ranges below?

Accepted Answer

A) 1)0-2.0 ppm 
B) 2)0-3.0 ppm 
C) 4)0-4.5 ppm 
D) 7)0-8.0 ppm 
E) 9)0-10.0 ppm 
A) 1)0-2.0 ppm 
B) 2)0-3.0 ppm 
C) 4)0-4.5 ppm 
D) 7)0-8.0 ppm 
E) 9)0-10.0 ppm

Question 14

Provide the proper IUPAC name for PhCH2CH(CH3)CH2CH2CHO.

Accepted Answer

4-methyl-5

Question 15

Beginning with sodium acetylide (NaCCH), propose a three-step synthesis of hexanal.

Accepted Answer

1) CH₃CH₂CH₂C

Question 16

Name the structure.

Accepted Answer

cyclohexan

Question 17

Propose a synthesis of 4-phenyl-2-butanol from 3-phenylpropanal.

Accepted Answer

The answer of Propose a synthesis of 4-phenyl-2-butanol from 3-phenylpropanal....

Question 18

Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH2CH2OH)to produce an acetal.

Accepted Answer

Question 19

Which of the following compounds is an aldehyde?

Accepted Answer

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

Question 20

Identify the product for the reaction.

Accepted Answer

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

Exam 17: Reactions of Aldehydes and Ketones

Provide the structure of the compound that results when 4-heptanone is treated with peroxyacetic acid.

Provide the major organic product of the reaction of aniline with 3-pentanone.

Draw the two major resonance forms of the cation which results when cyclohexanone's carbonyl group is protonated.

Diisobutylaluminum hydride (DIBALH)can be used to carry out which of the following conversions?

What reagent(s)would you use to accomplish the following conversion?

Give the product for the following reaction.

Provide the major organic product(s)of the reaction below.

Give the product for the following reaction.

Give the systematic name for the structure.

Provide the structure of the cyanohydrin that results when 4-heptanone is treated with HCN/KCN.

Provide the structure of the compound that results when 4-heptanone is treated with CH3CH=PPh3.

In carbon NMR, the carbon atom of the carbonyl group in aldehydes and ketones has a chemical shift of about ________.

In the proton NMR spectra of aldehydes and ketones, the protons bonded to carbons adjacent to the carbonyl group typically fall into which of the chemical shift ranges below?

Provide the proper IUPAC name for PhCH2CH(CH3)CH2CH2CHO.

Beginning with sodium acetylide (NaCCH), propose a three-step synthesis of hexanal.

Name the structure.

Propose a synthesis of 4-phenyl-2-butanol from 3-phenylpropanal.

Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH2CH2OH)to produce an acetal.

Which of the following compounds is an aldehyde?

Identify the product for the reaction.

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Provide the structure of the compound that results when 4-heptanone is treated with CH₃CH=PPh₃.

Provide the proper IUPAC name for PhCH₂CH(CH₃)CH₂CH₂CHO.

Provide a detailed, stepwise mechanism for the acid-catalyzed reaction of 2-butanone with ethylene glycol (HOCH₂CH₂OH)to produce an acetal.