Question 1

N,N-Dimethylbenzamide can be made from which of the following?

Accepted Answer

A)    
B)    
C)    
D)    
E) More than one of these choices. 
A)    
B)    
C)    
D)    
E) More than one of these choices. E

Question 2

Cyclic esters are called ___,while cyclic amides are called ___.

Accepted Answer

lactones; lactams

Question 3

Alkaline hydrolysis of an ester involves initial attack by hydroxide ion on the carbonyl carbon.The presence of substituents on the aromatic ring of ethyl benzoate may be expected to increase/decrease the rate of hydrolysis of this ester.In what order should the five substituents below be arranged to represent the decreasing order of the rates of hydrolysis when these substituents are present in the para position of the aromatic ring in ethyl benzoate?

Accepted Answer

A) -NO2 > -H > -Cl > -CH3 > -OCH3 
B) -NO2 > -Cl > -H > -CH3 > -OCH3 
C) -OCH3 > -CH3 > -Cl > -H > -NO2 
D) -Cl > -NO2 > -H > -OCH3 > -CH3 
E) -H > -Cl > -CH3 > -OCH3 > -NO2 
A) -NO2 > -H > -Cl > -CH3 > -OCH3 
B) -NO2 > -Cl > -H > -CH3 > -OCH3 
C) -OCH3 > -CH3 > -Cl > -H > -NO2 
D) -Cl > -NO2 > -H > -OCH3 > -CH3 
E) -H > -Cl > -CH3 > -OCH3 > -NO2 B

Question 4

What is the final product of this sequence of reactions?

Accepted Answer

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

Question 5

What is the final product of this sequence of reactions?

Accepted Answer

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

Question 6

Which of these combinations will not produce benzoic acid?

Accepted Answer

A) C6H5CH2OH + KMnO4/OH-/H2O,heat; then H3O+ 
B) C6H5CH3 + KMnO4/OH-/H2O,heat; then H3O+ 
C) C6H6 + CO2,high pressure 
D) C6H5COCH3 + I2/OH-/H2O; then H3O+ 
E) C6H5COCl + OH-/H2O; then H3O+ 
A) C6H5CH2OH + KMnO4/OH-/H2O,heat; then H3O+ 
B) C6H5CH3 + KMnO4/OH-/H2O,heat; then H3O+ 
C) C6H6 + CO2,high pressure 
D) C6H5COCH3 + I2/OH-/H2O; then H3O+ 
E) C6H5COCl + OH-/H2O; then H3O+

Question 7

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2COCl $\to$ CH3CH2CH2CHO

Accepted Answer

A) H2/Ni 
B) Li/liq.NH3 
C) LiAl(OC(CH3)3)3H 
D) NaBH4,CH3OH 
E) LiAlH4,ether 
A) H2/Ni 
B) Li/liq.NH3 
C) LiAl(OC(CH3)3)3H 
D) NaBH4,CH3OH 
E) LiAlH4,ether

Question 8

A compound with the molecular formula C5H10O2 gave the following 1H NMR spectrum: triplet,$\delta$ 0.90
Multiplet,$\delta$ 1.60
Singlet,$\delta$ 1.95
Triplet,$\delta$3.95
The IR spectrum showed a strong absorption band near 1740 cm-1.The most likely structure for the compound is:

Accepted Answer

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

Question 9

What is the product of this reaction?

Accepted Answer

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

Question 10

Identify the product(s)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 11

What would be the final product?

Accepted Answer

A) C6H5CH2CO2Ph 
B) C6H5CH2CH2NHPh 
C) C6H5CH2COPh 
D) C6H5CH2CH(Ph)CN 
E) C6H5CH2CH=NPh 
A) C6H5CH2CO2Ph 
B) C6H5CH2CH2NHPh 
C) C6H5CH2COPh 
D) C6H5CH2CH(Ph)CN 
E) C6H5CH2CH=NPh

Question 12

What is the expected product,A,of the following reaction sequence?

Accepted Answer

A) HCO2CH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OSO3H 
D) C6H5CHClCOOH 
E) O=C(CH2C6H5)2 
A) HCO2CH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OSO3H 
D) C6H5CHClCOOH 
E) O=C(CH2C6H5)2

Question 13

Which of the following would be the weakest acid?

Accepted Answer

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

Question 14

What would be the final organic 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 15

In which of these species are all the carbon-oxygen bonds of equal length?

Accepted Answer

A) Diethyl carbonate 
B) Methyl butanoate 
C) Lithium acetate 
D) Propionic anhydride 
E) Pentanoic acid 
A) Diethyl carbonate 
B) Methyl butanoate 
C) Lithium acetate 
D) Propionic anhydride 
E) Pentanoic acid

Question 16

What would be the final organic 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 17

Suggest a suitable synthetic strategy for the transformation of 3-methyl-1-pentanol into propyl 3-methylpentanoate

Accepted Answer

The answer of Suggest a suitable synthetic strategy for the...

Question 18

What would be the final product,F,of the following sequence of reactions?

Accepted Answer

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

Question 19

A compound with the molecular formula C18H18O4 has a 1H NMR spectrum that consists of: singlet,$\delta$ 2.7
Singlet,$\delta$ 3.1
Multiplet,$\delta$7.3
The IR spectrum shows a strong absorption band near 1750 cm-1.The most likely structure for the compound is:

Accepted Answer

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

Question 20

In which of the following sequences are the compounds listed in order of decreasing acidity?

Accepted Answer

A) CH3COOH > H2O > CH3CH2OH > HC$\equiv$CH > NH3 
B) CH3CH2OH > CH3COOH > H2O > HC$\equiv$CH > NH3 
C) CH3COOH > CH3CH2OH > H2O > NH3 > HC$\equiv$CH 
D) H2O > CH3COOH > CH3CH2OH > HC$\equiv$CH > NH3 
E) CH3CH2OH > H2O > CH3COOH > HC$\equiv$CH > NH3 
A) CH3COOH > H2O > CH3CH2OH > HC$\equiv$CH > NH3 
B) CH3CH2OH > CH3COOH > H2O > HC$\equiv$CH > NH3 
C) CH3COOH > CH3CH2OH > H2O > NH3 > HC$\equiv$CH 
D) H2O > CH3COOH > CH3CH2OH > HC$\equiv$CH > NH3 
E) CH3CH2OH > H2O > CH3COOH > HC$\equiv$CH > NH3

Exam 17: Carboxylic Acids and Their Derivatives

N,N-Dimethylbenzamide can be made from which of the following?

Cyclic esters are called ___,while cyclic amides are called ___.

What is the final product of this sequence of reactions?

What is the final product of this sequence of reactions?

Which of these combinations will not produce benzoic acid?

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2COCl →\to→ CH3CH2CH2CHO

A compound with the molecular formula C5H10O2 gave the following 1H NMR spectrum: triplet, δ\deltaδ 0.90 Multiplet, δ\deltaδ 1.60 Singlet, δ\deltaδ 1.95 Triplet, δ\deltaδ 3.95 The IR spectrum showed a strong absorption band near 1740 cm-1.The most likely structure for the compound is:

What is the product of this reaction?

Identify the product(s)of the following reaction.

What would be the final product?

What is the expected product,A,of the following reaction sequence?

Which of the following would be the weakest acid?

What would be the final organic product of the following reaction?

In which of these species are all the carbon-oxygen bonds of equal length?

What would be the final organic product of the following reaction?

Suggest a suitable synthetic strategy for the transformation of 3-methyl-1-pentanol into propyl 3-methylpentanoate

What would be the final product,F,of the following sequence of reactions?

A compound with the molecular formula C18H18O4 has a 1H NMR spectrum that consists of: singlet, δ\deltaδ 2.7 Singlet, δ\deltaδ 3.1 Multiplet, δ\deltaδ 7.3 The IR spectrum shows a strong absorption band near 1750 cm-1.The most likely structure for the compound is:

In which of the following sequences are the compounds listed in order of decreasing acidity?

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

Aldehydes and Ketones

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

Cyclic esters are called _,while cyclic amides are called _.

Choose the reagent(s)that would bring about the following reaction: CH₃CH₂CH₂COCl $\to$ CH₃CH₂CH₂CHO

A compound with the molecular formula C₅H₁₀O₂ gave the following ¹H NMR spectrum: triplet, $\delta$ 0.90 Multiplet, $\delta$ 1.60 Singlet, $\delta$ 1.95 Triplet, $\delta$ 3.95 The IR spectrum showed a strong absorption band near 1740 cm^-1.The most likely structure for the compound is:

A compound with the molecular formula C₁₈H₁₈O₄ has a ¹H NMR spectrum that consists of: singlet, $\delta$ 2.7 Singlet, $\delta$ 3.1 Multiplet, $\delta$ 7.3 The IR spectrum shows a strong absorption band near 1750 cm^-1.The most likely structure for the compound is: