Question 1

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 2

Which of the following would represent the correct reaction conditions for the following conversion?

Accepted Answer

A) 1)KMnO4,2)LiAlH4 
B) 1)Mg,ether,2)CO2,3)LiAlH4 
C) 1)NaOH,H2O,2)LiAlH4 
D) 1)SOCl2,benzene,2)LiAlH4 
E) either b or c 
A) 1)KMnO4,2)LiAlH4 
B) 1)Mg,ether,2)CO2,3)LiAlH4 
C) 1)NaOH,H2O,2)LiAlH4 
D) 1)SOCl2,benzene,2)LiAlH4 
E) either b or c C

Question 3

Instructions: Carboxylic acids are synthesized from alkyl halides via Grignard reagent carboxylation or nitrile hydrolysis.Choose the best method for affecting each of the following conversions.Explain each of your choices.If neither method is appropriate,explain.
Choose best method:

Accepted Answer

Since S_N2 displacements do not occur at tertiary alkyl halides,the Grignard reagent carboxylation is the best method for carrying out this conversion.

Question 4

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry.

-Refer to instructions and answer the following questions.
a) Give major product(s):
 
b)  Draw the stucture of the intermediate procuct(s) that form(s).

Accepted Answer

a) 11ec72ba_6900_db8c_9c44_5dd

Question 5

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry.

-Give major product(s):

Accepted Answer

The answer of Instructions: Give the major organic product(s)for each...

Question 6

Instructions: Consider the following S1U1P11S1S1P0H NMR to answer the following question.  
Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology,11-07-08)

-Refer to instructions.This compound is known to contain both a -C=O group and an -OH group.Based on this spectrum,this compound would be classified as:

Accepted Answer

A) aromatic carboxylic acid 
B) aliphatic carboxylic acid 
C) carbonyl containing an alcohol functional group 
D) either a or b 
A) aromatic carboxylic acid 
B) aliphatic carboxylic acid 
C) carbonyl containing an alcohol functional group 
D) either a or b

Question 7

What is the order of increasing reactivity for the following compounds in electrophillic aromatic substitution reactions? (least to most reactive)

Accepted Answer

A) IV,I,II,III 
B) III,II,I,IV 
C) II,III,I,IV 
A) IV,I,II,III 
B) III,II,I,IV 
C) II,III,I,IV

Question 8

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry.

-Give major product(s):

Accepted Answer

The answer of Instructions: Give the major organic product(s)for each...

Question 9

Based on the following IR spectrum,this compound would be classified as:  
Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology,11-07-08)

Accepted Answer

A) aliphatic carboxylic acid 
B) aromatic carboxylic acid 
C) aliphatic nitrile 
D) aromatic nitrile 
E) carbonyl containing an alcohol functional group 
A) aliphatic carboxylic acid 
B) aromatic carboxylic acid 
C) aliphatic nitrile 
D) aromatic nitrile 
E) carbonyl containing an alcohol functional group

Question 10

The product shown can be synthesized by two different pathways as shown by the reaction conditions.Draw the structure of starting materials that should be placed in each of the boxes.

Accepted Answer

The answer of The product shown can be synthesized by...

Question 11

What is the IUPAC name of the following compound?

Accepted Answer

A) 5,5-dimethyl-5-phenylpentanoic acid 
B) 5-methyl-5-phenylhexanoic acid 
C) 2,2-dimethylphenylpropanoic acid 
D) 5,5-dimethyl-5-phenylbutanal 
A) 5,5-dimethyl-5-phenylpentanoic acid 
B) 5-methyl-5-phenylhexanoic acid 
C) 2,2-dimethylphenylpropanoic acid 
D) 5,5-dimethyl-5-phenylbutanal

Question 12

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 13

Draw the structure of (Z)-4-methylhex-3-enoic acid.

Accepted Answer

The answer of Draw the structure of (Z)-4-methylhex-3-enoic acid....

Question 14

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 15

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry.

-Give major product(s):

Accepted Answer

The answer of Instructions: Give the major organic product(s)for each...

Question 16

Which of the following is the correct order of decreasing acid strength (more acidic > less acidic)?

Accepted Answer

A) FCH2COOH > CH3COOH > F2CHCOOH 
B) FCH2COOH > CH3COOH > CH3OH 
C) CH3CH2OH > ClCH2COOH > BrCH2COOH 
D) CH3COOH > ClCH2COOH > CH3OH 
A) FCH2COOH > CH3COOH > F2CHCOOH 
B) FCH2COOH > CH3COOH > CH3OH 
C) CH3CH2OH > ClCH2COOH > BrCH2COOH 
D) CH3COOH > ClCH2COOH > CH3OH

Question 17

What is the order of increasing acidity for the following compounds? (least to most)

Accepted Answer

A) IV,I,III,II 
B) IV,II,III,I 
C) II,III,I,IV 
D) I,III,II,IV 
A) IV,I,III,II 
B) IV,II,III,I 
C) II,III,I,IV 
D) I,III,II,IV

Question 18

Instructions: Carboxylic acids are synthesized from alkyl halides via Grignard reagent carboxylation or nitrile hydrolysis.Choose the best method for affecting each of the following conversions.Explain each of your choices.If neither method is appropriate,explain.
Choose best method:

Accepted Answer

Amine protons interfere with t

Question 19

Which of the following has the highest boiling point?

Accepted Answer

A) butanoic acid 
B) butan-2-ol 
C) hexanoic acid 
D) heptan-3-one 
A) butanoic acid 
B) butan-2-ol 
C) hexanoic acid 
D) heptan-3-one

Question 20

Which of the following does not represent a similarity between nitriles and carboxylic acids?

Accepted Answer

A) contain 3 carbon bonds to an electronegative element 
B) contain two p bonds. 
C) act as electrophiles 
D) undergo nucleophilic substitution reactions 
E) all of these are characteristic of both nitriles and carboxylic acids. 
A) contain 3 carbon bonds to an electronegative element 
B) contain two p bonds. 
C) act as electrophiles 
D) undergo nucleophilic substitution reactions 
E) all of these are characteristic of both nitriles and carboxylic acids.

Exam 15: Carboxylic Acids and Nitriles

What is the major organic product obtained from the following reaction?

Which of the following would represent the correct reaction conditions for the following conversion?

Instructions: Carboxylic acids are synthesized from alkyl halides via Grignard reagent carboxylation or nitrile hydrolysis.Choose the best method for affecting each of the following conversions.Explain each of your choices.If neither method is appropriate,explain. Choose best method:

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry. -Refer to instructions and answer the following questions. a) Give major product(s): b) Draw the stucture of the intermediate procuct(s) that form(s).

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry. -Give major product(s):

What is the order of increasing reactivity for the following compounds in electrophillic aromatic substitution reactions? (least to most reactive)

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry. -Give major product(s):

Based on the following IR spectrum,this compound would be classified as: Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology,11-07-08)

The product shown can be synthesized by two different pathways as shown by the reaction conditions.Draw the structure of starting materials that should be placed in each of the boxes.

What is the IUPAC name of the following compound?

What is the major organic product obtained from the following reaction?

Draw the structure of (Z)-4-methylhex-3-enoic acid.

What is the major organic product obtained from the following reaction?

Instructions: Give the major organic product(s)for each of the following reactions or sequences of reactions.Show all relevant stereochemistry. -Give major product(s):

Which of the following is the correct order of decreasing acid strength (more acidic > less acidic)?

What is the order of increasing acidity for the following compounds? (least to most)

Instructions: Carboxylic acids are synthesized from alkyl halides via Grignard reagent carboxylation or nitrile hydrolysis.Choose the best method for affecting each of the following conversions.Explain each of your choices.If neither method is appropriate,explain. Choose best method:

Which of the following has the highest boiling point?

Which of the following does not represent a similarity between nitriles and carboxylic acids?

Structure and Bonding

Polar Covalent Bonds: Acids and Bases

Organic Compounds: Alkanes and Their Stereochemistry

Organic Compounds: Cycloalkanes and Their Stereochemistry

Stereochemistry at Tetrahedral Centers

An Overview of Organic Reactions

Alkenes and Alkynes

Reactions of Alkenes and Alkynes

Aromatic Compounds

Structure Determination: Mass Spectrometry,infrared Spectroscopy,and Ultraviolet Spectroscopy

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols,phenols,and Thiols: Ethers and Sulfides

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution and Condensation Reactions

Amines and Heterocycles

Biomolecules: Amino Acids,peptides,and Proteins

Amino Acid Metabolism

Biomolecules: Carbohydrates

Carbohydrate Metabolism

Biomolecules: Lipids and Their Metabolism

Biomolecules: Nucleic Acids and Their Metabolism

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