Question 1

What is the correct IUPAC name for the following compound?

Accepted Answer

A) 2-Bromobutanone 
B) (S)-2-Bromo-cyclobutanone 
C) (R)-2-Bromo-cyclobutanone 
D) (S)-1-Bromo-2-cyclobutanone 
E) (R)-1-Bromo-2-cyclobutanone 
A) 2-Bromobutanone 
B) (S)-2-Bromo-cyclobutanone 
C) (R)-2-Bromo-cyclobutanone 
D) (S)-1-Bromo-2-cyclobutanone 
E) (R)-1-Bromo-2-cyclobutanone

Question 2

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

Accepted Answer

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

Question 3

A compound with formula C5H10O gives two signals only,both singlets,in the 1H NMR spectrum.Which of these structures is a possible one for this compound?

Accepted Answer

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

Question 4

Propose a structure that fits the following spectroscopic data:
C9H10O
IR: 1680 cm−1
1H NMR: 1.25 $\delta$ (triplet,3H),3.0$\delta$ (quartet,2H),7-8 $\delta$ (complex multiplet,5H)

Accepted Answer

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

Question 5

Which is the IUPAC name for the structure shown below?

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

Question 6

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 7

Which of the following reactions would yield benzaldehyde?

Accepted Answer

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

Question 8

LiAlH4 (LAH)cannot be used to convert carboxylic acids to the corresponding aldehydes because:

Accepted Answer

A) LAH is not sufficiently reactive. 
B) RCOOH is converted into RCOOLi. 
C) RCOOH is reduced to RCH2OH. 
D) RCOOH is reduced to RCH3. 
E) RCOOH is converted into R2C=O. 
A) LAH is not sufficiently reactive. 
B) RCOOH is converted into RCOOLi. 
C) RCOOH is reduced to RCH2OH. 
D) RCOOH is reduced to RCH3. 
E) RCOOH is converted into R2C=O.

Question 9

What is the correct structure for (R)-5-bromo-2-heptanone?

Accepted Answer

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

Question 10

What is the IUPAC name for   ?

Accepted Answer

A) 4-Oxo-5-phenyl-2-hexanol 
B) 5-Hydroxy-2-phenyl-3-hexanone 
C) 2-Hydroxy-5-phenyl-4-hexanone 
D) 2-Hydroxypropyl-1-phenylethyl ketone 
E) 5-Hydroxy-3-keto-2-phenylhexane 
A) 4-Oxo-5-phenyl-2-hexanol 
B) 5-Hydroxy-2-phenyl-3-hexanone 
C) 2-Hydroxy-5-phenyl-4-hexanone 
D) 2-Hydroxypropyl-1-phenylethyl ketone 
E) 5-Hydroxy-3-keto-2-phenylhexane

Question 11

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

Accepted Answer

aldehydes

Question 12

Which of these gem-diols is expected to be the least 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 13

Which compound is a hemiacetal?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 14

The driving force for the Wittig reaction is the formation of the very strong ___ bond in ___.

Accepted Answer

P-O bond;

Question 15

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

Accepted Answer

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

Question 16

A compound with an OH and CN group attached to the same carbon is known as a(n)___.

Accepted Answer

The answer of A compound with an OH and CN...

Question 17

What is the correct IUPAC name for the following compound?

Accepted Answer

A) 1,1,2-Trimethyl-1,3-hexenone 
B) 1,2-Dimethyl-1,3-hexenone 
C) 2,3-Dimethyl-1,3-heptenone 
D) 2,3-Dimethyl-2-hepten-4-one 
E) 5,6-Dimethyl-5-hepten-4-one 
A) 1,1,2-Trimethyl-1,3-hexenone 
B) 1,2-Dimethyl-1,3-hexenone 
C) 2,3-Dimethyl-1,3-heptenone 
D) 2,3-Dimethyl-2-hepten-4-one 
E) 5,6-Dimethyl-5-hepten-4-one

Question 18

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 19

What is the correct structure for 5-hydroxy-2-phenyl-3-hexanone?

Accepted Answer

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

Question 20

Propose a structure that fits the following spectroscopic data:
C5H10O
IR: 1728 cm−1
Broadband decoupled 13C NMR: 22.59,23.57,52.66,202.71 $\delta$
DEPT experiments show: signal at 23.57 $\delta$ as CH, signal at 22.59 $\delta$ as CH3,and signal at 52.66 $\delta$ as CH2.

Accepted Answer

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

Exam 16: Aldehydes and Ketones

What is the correct IUPAC name for the following compound?

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

A compound with formula C5H10O gives two signals only,both singlets,in the 1H NMR spectrum.Which of these structures is a possible one for this compound?

Propose a structure that fits the following spectroscopic data: C9H10O IR: 1680 cm−1 1H NMR: 1.25 δ\deltaδ (triplet,3H),3.0 δ\deltaδ (quartet,2H),7-8 δ\deltaδ (complex multiplet,5H)

Which is the IUPAC name for the structure shown below?

A good synthesis of

Which of the following reactions would yield benzaldehyde?

LiAlH4 (LAH)cannot be used to convert carboxylic acids to the corresponding aldehydes because:

What is the correct structure for (R)-5-bromo-2-heptanone?

What is the IUPAC name for ?

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

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

Which compound is a hemiacetal?

The driving force for the Wittig reaction is the formation of the very strong ___ bond in ___.

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

A compound with an OH and CN group attached to the same carbon is known as a(n)___.

What is the correct IUPAC name for the following compound?

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

What is the correct structure for 5-hydroxy-2-phenyl-3-hexanone?

Propose a structure that fits the following spectroscopic data: C5H10O IR: 1728 cm−1 Broadband decoupled 13C NMR: 22.59,23.57,52.66,202.71 δ\deltaδ DEPT experiments show: signal at 23.57 δ\deltaδ as CH, signal at 22.59 δ\deltaδ as CH3,and signal at 52.66 δ\deltaδ as CH2.

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

A compound with formula C₅H₁₀O gives two signals only,both singlets,in the ¹H NMR spectrum.Which of these structures is a possible one for this compound?

Propose a structure that fits the following spectroscopic data: C₉H₁₀O IR: 1680 cm⁻¹ ¹H NMR: 1.25 $\delta$ (triplet,3H),3.0 $\delta$ (quartet,2H),7-8 $\delta$ (complex multiplet,5H)

LiAlH₄ (LAH)cannot be used to convert carboxylic acids to the corresponding aldehydes because:

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

The driving force for the Wittig reaction is the formation of the very strong _ bond in _.

Propose a structure that fits the following spectroscopic data: C₅H₁₀O IR: 1728 cm⁻¹ Broadband decoupled ¹³C NMR: 22.59,23.57,52.66,202.71 $\delta$ DEPT experiments show: signal at 23.57 $\delta$ as CH, signal at 22.59 $\delta$ as CH₃,and signal at 52.66 $\delta$ as CH₂.