Question 1

Draw the structure of prop-2-enamide.

Accepted Answer

The answer of Draw the structure of prop-2-enamide....

Question 2

Rank the following compounds in order of increasing reactivity with a nucleophile.

Accepted Answer

The answer of Rank the following compounds in order of...

Question 3

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

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Question 4

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, IVE) B) and C)
F) All of the above A

Question 5

Instructions: Draw structures corresponding to each of the following IUPAC names.
Draw:
N,N-dimethylformamide

Accepted Answer

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Question 6

Write the complete stepwise mechanism for the basic hydrolysis of acetamide, shown below. Show all electron flow with arrows and draw all intermediate structures.

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Question 7

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...

Question 8

What is the IUPAC name of the following compound?

Accepted Answer

A)   dimethylamino 3-phenylpropanoic acid
B)   N,N-dimethyl 2-phenylethyl amide
C)   N,N-dimethyl 3-phenylpropanamide
D)   dimethyl 2-phenylpropanoylamineE) A) and D)
F) All of the above

Question 9

Instructions: Draw structures corresponding to each of the following IUPAC names.
Draw:
phenylacetonitrile or phenylethanenitrile

Accepted Answer

The answer of Instructions: Draw structures corresponding to each of...

Question 10

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-phenylbutanalE) All of the above
F) A) and B)

Question 11

Instructions: Draw structures corresponding to each of the following IUPAC names.
Draw:
2-propylpentanoic acid

Accepted Answer

The answer of Instructions: Draw structures corresponding to each of...

Question 12

Instructions: Provide IUPAC names for the structures in the following question(s).
Name:

Accepted Answer

trans-but-...

Question 13

Choose the best reagent(s) for carrying out the following conversion.  a.	1. CH3MgBr, ether
 	2. H$_3$O$^+$

b.	CH $_3$COCl

c.	CH$_3$OH, acid, heat

d.	all of the above work

Accepted Answer

The answer of Choose the best reagent(s) for carrying out...

Question 14

What is the correct structure for phenylbenzoate?

Accepted Answer

A)   
B)   
C)   
D)   E) All of the above
F) B) and C)

Question 15

Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry.
Provide missing structure(s):

Accepted Answer

The answer of Instructions: Provide the missing structure(s) or reagent(s)...

Question 16

Instructions: Consider the data in the table below to answer the following question(s).
  Refer to instructions. Explain why cyanoacetic acid and methoxyacetic acid are more acidic than their correspondingly substituted benzoic acid counterparts.

Accepted Answer

Electron-withdrawing groups, like -CN an...

Question 17

Which of the following best describes the key mechanistic steps in the reaction of an acid chloride and an alcohol to form an ester?

Accepted Answer

A)   elimination followed by addition
B)   addition followed by decarboxylation
C)   addition followed by elimination
D)   substitution followed by additionE) A) and D)
F) B) and C)

Question 18

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...

Question 19

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 > CH3OHE) A) and B)
F) A) and C)

Question 20

Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry.
Provide missing structure(s):

Accepted Answer

The answer of Instructions: Provide the missing structure(s) or reagent(s)...

Exam 10: Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution Reactions

Draw the structure of prop-2-enamide.

Correct AnswerverifiedShow Answer

Rank the following compounds in order of increasing reactivity with a nucleophile.

Correct Answerverified11eaab00_541f_a133_a4b8_21db8e5961d0_TB4942_00_TB4942_00

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedA

Instructions: Draw structures corresponding to each of the following IUPAC names. Draw: N,N-dimethylformamide

Correct AnswerverifiedShow Answer

Write the complete stepwise mechanism for the basic hydrolysis of acetamide, shown below. Show all electron flow with arrows and draw all intermediate structures.

Correct AnswerverifiedShow Answer

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):

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

Instructions: Draw structures corresponding to each of the following IUPAC names. Draw: phenylacetonitrile or phenylethanenitrile

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What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

Instructions: Draw structures corresponding to each of the following IUPAC names. Draw: 2-propylpentanoic acid

Correct Answerverified11eaab00_541d_08ea_a4b8_df1ce1a4f547_TB4942_00_TB4942_00

Instructions: Provide IUPAC names for the structures in the following question(s). Name:

Correct Answerverifiedtrans-but-...View AnswerShow Answer

Choose the best reagent(s) for carrying out the following conversion. a. 1. CH3MgBr, ether 2. H 3_33​ O +^++ b. CH 3_33​ COCl c. CH 3_33​ OH, acid, heat d. all of the above work

Correct AnswerverifiedShow Answer

What is the correct structure for phenylbenzoate?

Correct AnswerverifiedShow Answer

Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry. Provide missing structure(s):

Correct AnswerverifiedShow Answer

Instructions: Consider the data in the table below to answer the following question(s). Refer to instructions. Explain why cyanoacetic acid and methoxyacetic acid are more acidic than their correspondingly substituted benzoic acid counterparts.

Correct AnswerverifiedElectron-withdrawing groups, like -CN an...View AnswerShow Answer

Which of the following best describes the key mechanistic steps in the reaction of an acid chloride and an alcohol to form an ester?

Correct AnswerverifiedShow Answer

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):

Correct AnswerverifiedShow Answer

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

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Instructions: Provide the missing structure(s) or reagent(s) for each reaction or sequences of reactions. Show all relevant stereochemistry. Provide missing structure(s):

Correct AnswerverifiedShow Answer

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11eaab00_541d_08ea_a4b8_df1ce1a4f547_TB4942_00_TB4942_00

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trans-but-...
View Answer

Choose the best reagent(s) for carrying out the following conversion. a. 1. CH3MgBr, ether 2. H $_3$ O $^+$ b. CH $_3$ COCl c. CH $_3$ OH, acid, heat d. all of the above work

Correct Answer
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Electron-withdrawing groups, like -CN an...
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