Question 1

Complete the following reaction sequence,giving details of all significant intermediates.

Accepted Answer

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

Question 2

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.

Question 3

Which compound would be most reactive toward nucleophilic acyl addition-elimination?

Accepted Answer

A) Acetone 
B) Acetyl chloride 
C) Acetic anhydride 
D) Acetamide 
E) Methyl acetate 
A) Acetone 
B) Acetyl chloride 
C) Acetic anhydride 
D) Acetamide 
E) Methyl acetate

Question 4

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 5

Carbonation of a Grignard reagent or the SN2 displacement of an organic halide with cyanide ion followed hydrolysis are both good methods for the conversion of organic halides to carboxylic acids of one more carbon atom.For the following reaction,which of these two procedures would be the process of choice and why?

Accepted Answer

Carbonation of the Grignard is

Question 6

A compound has the molecular formula,C6H12O2.Its IR spectrum shows a strong absorption band near 1740 cm-1; its 1H NMR spectrum consists of two singlets,at $\delta$1.4 and $\delta$2.0.The most likely structure for this compound is:

Accepted Answer

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

Question 7

Which of the following acids would be expected to have the largest value for pKa?

Accepted Answer

A) 4-bromobutanoic acid 
B) 4-chlorobutanoic acid 
C) 4,4-dichlorobutanoic acid 
D) 4-bromo-4-iodobutanoic acid 
E) 4-bromo-4,4-dichlorobutanoic acid 
A) 4-bromobutanoic acid 
B) 4-chlorobutanoic acid 
C) 4,4-dichlorobutanoic acid 
D) 4-bromo-4-iodobutanoic acid 
E) 4-bromo-4,4-dichlorobutanoic acid

Question 8

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

Accepted Answer

A) (CH3)3CCO2H 
B) (CH3)3CCOCH3 
C) (CH3)3CCH2OH 
D) (CH3)3COCH3 
E) (CH3)3CCO2CH3 
A) (CH3)3CCO2H 
B) (CH3)3CCOCH3 
C) (CH3)3CCH2OH 
D) (CH3)3COCH3 
E) (CH3)3CCO2CH3

Question 9

The correct structure for ethyl 2-chloropentanoyl chloride is:

Accepted Answer

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

Question 10

While the IUPAC name for HCO2H is methanoic acid,it is commonly known as ___.

Accepted Answer

Question 11

Carbonation of a Grignard reagent or the SN2 displacement of an organic halide with cyanide ion followed hydrolysis are both good methods for the conversion of organic halides to carboxylic acids of one more carbon atom.For the following reaction,which of these two procedures would be the process of choice and why?

Accepted Answer

S_N2 displacement of the benzylic halide h

Question 12

What is the ultimate 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 13

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2CO2CH3 $\to$CH3CH2CH2CHO

Accepted Answer

A) H2/Ni 
B) Li/liq NH3 
C) Al(CH2CH(CH3)2)H 
D) NaBH4,CH3OH 
E) LiAlH4,ether 
A) H2/Ni 
B) Li/liq NH3 
C) Al(CH2CH(CH3)2)H 
D) NaBH4,CH3OH 
E) LiAlH4,ether

Question 14

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 15

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

Accepted Answer

A) PhCOOH > H2O > PhOH > PhCH2OH > PhH 
B) PhCOOH > PhOH > H2O > PhCH2OH > PhH 
C) PhH > H2O > PhOH > PhCH2OH > PhCOOH 
D) PhOH > H2O > PhCOOH > PhCH2OH > PhH 
E) PhCOOH > H2O > PhOH > PhH > PhCH2OH 
A) PhCOOH > H2O > PhOH > PhCH2OH > PhH 
B) PhCOOH > PhOH > H2O > PhCH2OH > PhH 
C) PhH > H2O > PhOH > PhCH2OH > PhCOOH 
D) PhOH > H2O > PhCOOH > PhCH2OH > PhH 
E) PhCOOH > H2O > PhOH > PhH > PhCH2OH

Question 16

The correct structure for methyl bicyclo[1.1.0]butane-2-carboxylate is:

Accepted Answer

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

Question 17

Which carboxylic acid would decarboxylate when heated to 100-150 S1U1P1$\circ$S1S1P0C?

Accepted Answer

A) I 
B) II 
C) III 
D) More than one of these choices 
E) None of these choices. 
A) I 
B) II 
C) III 
D) More than one of these choices 
E) None of these choices.

Question 18

What is the product of the reaction of 1-propanol with phenyl isocyanate,C6H5N=C=O?

Accepted Answer

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

Question 19

Predict the final product likely to be obtained when (S)-2-methyl-3-pentanol is subjected to the following sequence of reactions: i)benzoyl chloride; ii)NaOH(aq),heat.

Accepted Answer

A) (S)-2-methyl-3-pentanol 
B) (R)-2-methyl-3-pentanol 
C) (±)-2-methyl-3-pentanol 
D) 2-Methyl-2-pentene 
E) (±)-2-methyl-3-pentanol and 2-methyl-2-pentene in more or less equal amounts 
A) (S)-2-methyl-3-pentanol 
B) (R)-2-methyl-3-pentanol 
C) (±)-2-methyl-3-pentanol 
D) 2-Methyl-2-pentene 
E) (±)-2-methyl-3-pentanol and 2-methyl-2-pentene in more or less equal amounts

Question 20

What is the reactant of the following reaction sequence?

Accepted Answer

A) BrCH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OH 
D) C6H5CH2CH2COOH 
E) O=C(CH2C6H5)2 
A) BrCH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OH 
D) C6H5CH2CH2COOH 
E) O=C(CH2C6H5)2

Exam 17: Carboxylic Acids and Their Derivatives

Complete the following reaction sequence,giving details of all significant intermediates.

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

Which compound would be most reactive toward nucleophilic acyl addition-elimination?

Identify the product(s)of the following reaction.

A compound has the molecular formula,C6H12O2.Its IR spectrum shows a strong absorption band near 1740 cm-1; its 1H NMR spectrum consists of two singlets,at δ\deltaδ 1.4 and δ\deltaδ 2.0.The most likely structure for this compound is:

Which of the following acids would be expected to have the largest value for pKa?

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

The correct structure for ethyl 2-chloropentanoyl chloride is:

While the IUPAC name for HCO2H is methanoic acid,it is commonly known as ___.

What is the ultimate product of this sequence of reactions?

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2CO2CH3 →\to→ CH3CH2CH2CHO

What is the final product of this sequence of reactions?

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

The correct structure for methyl bicyclo[1.1.0]butane-2-carboxylate is:

Which carboxylic acid would decarboxylate when heated to 100-150 ∘\circ∘ C?

What is the product of the reaction of 1-propanol with phenyl isocyanate,C6H5N=C=O?

Predict the final product likely to be obtained when (S)-2-methyl-3-pentanol is subjected to the following sequence of reactions: i)benzoyl chloride; ii)NaOH(aq),heat.

What is the reactant of the following reaction sequence?

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

Which of the following acids would be expected to have the largest value for pK_a?

While the IUPAC name for HCO₂H is methanoic acid,it is commonly known as ___.

Choose the reagent(s)that would bring about the following reaction: CH₃CH₂CH₂CO₂CH₃ $\to$ CH₃CH₂CH₂CHO

Which carboxylic acid would decarboxylate when heated to 100-150 ^$\circ$C? $Which carboxylic acid would decarboxylate when heated to 100-150 <sup> \circ </sup>C?$

What is the product of the reaction of 1-propanol with phenyl isocyanate,C₆H₅N=C=O?