Question 1

What is the IUPAC name for the following compound?

Accepted Answer

A)  2-methyl-5-heptanone 
B)  7-methyl-4-octanone 
C)  6-isopropyl-4-octanone 
D)  isobutyl propyl ketone 
E)  1,1-dimethyl-4-heptanone 
A)  2-methyl-5-heptanone 
B)  7-methyl-4-octanone 
C)  6-isopropyl-4-octanone 
D)  isobutyl propyl ketone 
E)  1,1-dimethyl-4-heptanone

Question 2

Suggest a stepwise synthesis for 3-phenylpropanal from benzyl alcohol.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 3

Which of the following reagent(s) could not be used to carry out the following transformation?

Accepted Answer

A)  Zn(Hg), HCl 
B)  LiAlH4, ether 
C)  HSCH2CH2SH, BF3; then Raney Ni (H2) 
D)    
A)  Zn(Hg), HCl 
B)  LiAlH4, ether 
C)  HSCH2CH2SH, BF3; then Raney Ni (H2) 
D)

Question 4

Predict the product, when 4-methyl-2-hexanone reacts with methylamine in the presence of an acid catalyst.

Accepted Answer

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

Question 5

Provide a structure for the compound with molecular formula C9H10O and with the following spectroscopic data.
IR: 1680 cm−1
1H NMR: 1.25 $\delta$(triplet, 3H), 3.0 $\delta$ (quartet, 2H), 7-8 $\delta$ (multiplet, 5H)

Accepted Answer

The answer of Provide a structure for the compound with...

Question 6

Provide the product of 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 7

Provide the structure for m-nitroacetophenone.

Accepted Answer

The answer of Provide the structure for m-nitroacetophenone....

Question 8

Predict the product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 9

What is the IUPAC name for the following compound?

Accepted Answer

(2R,4R)-2,

Question 10

Predict the product for the following reaction.

Accepted Answer

A)  hexanal 
B)  hexanoic acid 
C)  2-hexanone 
D)  2-chlorohexane 
E)  1-hexanol 
A)  hexanal 
B)  hexanoic acid 
C)  2-hexanone 
D)  2-chlorohexane 
E)  1-hexanol

Question 11

What is the correct order of the migration rate for the following groups in the Baeyer-Villiger oxidation reaction?

Accepted Answer

A)  phenyl > methyl > t-butyl > H 
B)  phenyl > t-butyl > methyl > H 
C)  H > phenyl > methyl > t-butyl 
D)  H > t-butyl > phenyl > methyl 
E)  methyl > t-butyl > phenyl > H 
A)  phenyl > methyl > t-butyl > H 
B)  phenyl > t-butyl > methyl > H 
C)  H > phenyl > methyl > t-butyl 
D)  H > t-butyl > phenyl > methyl 
E)  methyl > t-butyl > phenyl > H

Question 12

Predict the product of the following reaction.

Accepted Answer

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

Question 13

Provide structures for the intermediates and final product.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 14

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

The answer of Provide the reagents necessary to carry out...

Question 15

Predict the product for 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 16

Predict the product for the following conversion.

Accepted Answer

The answer of Predict the product for the following conversion....

Question 17

Provide structures for the intermediates and final product.

Accepted Answer

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Question 18

Provide the structure of the reactants necessary to prepare the following compound using the Wittig reaction.

Accepted Answer

The answer of Provide the structure of the reactants necessary...

Question 19

Provide the major product for 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

What is the IUPAC name for the following compound?

Accepted Answer

A)  5-cyclohexyl-2-hexanal 
B)  5-cyclohexyl-2-hexanone 
C)  5-cyclohexyl-5-methyl-2-pentanone 
D)  5-(1-methylcyclohexyl)-2-pentanone 
E)  4-(1-methylcyclohexyl)-2-butanone 
A)  5-cyclohexyl-2-hexanal 
B)  5-cyclohexyl-2-hexanone 
C)  5-cyclohexyl-5-methyl-2-pentanone 
D)  5-(1-methylcyclohexyl)-2-pentanone 
E)  4-(1-methylcyclohexyl)-2-butanone

Exam 19: Aldehydes and Ketones

What is the IUPAC name for the following compound?

Suggest a stepwise synthesis for 3-phenylpropanal from benzyl alcohol.

Which of the following reagent(s) could not be used to carry out the following transformation?

Predict the product, when 4-methyl-2-hexanone reacts with methylamine in the presence of an acid catalyst.

Provide a structure for the compound with molecular formula C9H10O and with the following spectroscopic data. IR: 1680 cm−1 1H NMR: 1.25 δ\deltaδ (triplet, 3H), 3.0 δ\deltaδ (quartet, 2H), 7-8 δ\deltaδ (multiplet, 5H)

Provide the product of the following reaction.

Provide the structure for m-nitroacetophenone.

Predict the product for the following reaction.

What is the IUPAC name for the following compound?

Predict the product for the following reaction.

What is the correct order of the migration rate for the following groups in the Baeyer-Villiger oxidation reaction?

Predict the product of the following reaction.

Provide structures for the intermediates and final product.

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction sequence.

Predict the product for the following conversion.

Provide structures for the intermediates and final product.

Provide the structure of the reactants necessary to prepare the following compound using the Wittig reaction.

Provide the major product for the following reaction sequence.

What is the IUPAC name for the following compound?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide a structure for the compound with molecular formula C₉H₁₀O and with the following spectroscopic data. IR: 1680 cm⁻¹ ¹H NMR: 1.25 $\delta$ (triplet, 3H), 3.0 $\delta$ (quartet, 2H), 7-8 $\delta$ (multiplet, 5H)