Question 1

What would be the 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 2

What would be the product,C,of the following reaction sequence?

Accepted Answer

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

Question 3

Which of these compounds can react with 4-methylpentanal to afford good yields of the crossed aldol product?

Accepted Answer

A) 3-(4-Nitrophenyl)propanal 
B) 2-Ethyl-2-methylheptanal 
C) 2-(4-Nitrophenyl)propanal 
D) 3-(4-Nitrophenyl)-2-butanone 
E) None of the above compounds will give good yields of the crossed aldol product with 4-methylhexanal. 
A) 3-(4-Nitrophenyl)propanal 
B) 2-Ethyl-2-methylheptanal 
C) 2-(4-Nitrophenyl)propanal 
D) 3-(4-Nitrophenyl)-2-butanone 
E) None of the above compounds will give good yields of the crossed aldol product with 4-methylhexanal.

Question 4

Predict the product of the following reaction sequence:

Accepted Answer

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

Question 5

In the Claisen-Schmidt condensation of 1 mole of acetone with 2 moles of 4-methylbenzaldehyde how many products are possible?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 6

Which compound could be prepared using a Michael reaction?

Accepted Answer

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

Question 7

Explain why diethyl pentanedioate does not undergo a Dieckmann condensation.

Accepted Answer

Dieckmann condensation of diethyl pentan

Question 8

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Accepted Answer

The answer of What is the final product of the...

Question 9

There are several possible cyclization products that might be formed when 5-methyl-6-oxoheptanal undergoes intramolecular aldol condensation in presence of ethoxide.Draw the structures of all these possible products.Comment on which of these is likely to be the major product,clearly explaining your rationale.

Accepted Answer

There are 3 possible products (I-III)tha

Question 10

Which compound may be prepared using a Mannich 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 compound results from the aldol cyclization of

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) Both III and IV 
A) I 
B) II 
C) III 
D) IV 
E) Both III and IV

Question 12

What would be the 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 13

Which reagents would be used in a Mannich reaction to synthesize

Accepted Answer

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

Question 14

When   cyclizes in basic solution,which of these compounds will be formed?

Accepted Answer

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

Question 15

Which reagents would you use to prepare the following substance from ethyl acetoacetate?

Accepted Answer

A) i)NaH/DMSO; ii)PhCOCl; iii)OH-/H2O,heat; iv)H3O+; v)heat 
B) i)NaOEt/EtOH; ii)PhCOCH2Br; iii)OH-/H2O,heat; iv)H3O+; v)heat 
C) i)heat; ii)NaOEt/EtOH; iii)PhCOCH2Br 
D) i)NaOEt/EtOH; ii)PhCl 
E) i)NaOEt/EtOH; ii)PhCOCl; iii)OH-/H2O,heat; iv)H3O+; v)heat 
A) i)NaH/DMSO; ii)PhCOCl; iii)OH-/H2O,heat; iv)H3O+; v)heat 
B) i)NaOEt/EtOH; ii)PhCOCH2Br; iii)OH-/H2O,heat; iv)H3O+; v)heat 
C) i)heat; ii)NaOEt/EtOH; iii)PhCOCH2Br 
D) i)NaOEt/EtOH; ii)PhCl 
E) i)NaOEt/EtOH; ii)PhCOCl; iii)OH-/H2O,heat; iv)H3O+; v)heat

Question 16

The aldol cyclization of   produces which of these?

Accepted Answer

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

Question 17

What would be the product of the following sequence?

Accepted Answer

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

Question 18

What product is formed during 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 19

Predict the major 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 20

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Accepted Answer

The answer of What is the final product of the...

Exam 19: Condensation and Conjugate Addition Reactions of Carbonyl Compounds

What would be the product of the following reaction?

What would be the product,C,of the following reaction sequence?

Which of these compounds can react with 4-methylpentanal to afford good yields of the crossed aldol product?

Predict the product of the following reaction sequence:

In the Claisen-Schmidt condensation of 1 mole of acetone with 2 moles of 4-methylbenzaldehyde how many products are possible?

Which compound could be prepared using a Michael reaction?

Explain why diethyl pentanedioate does not undergo a Dieckmann condensation.

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Which compound may be prepared using a Mannich reaction?

What compound results from the aldol cyclization of

What would be the product of the following reaction?

Which reagents would be used in a Mannich reaction to synthesize

When cyclizes in basic solution,which of these compounds will be formed?

Which reagents would you use to prepare the following substance from ethyl acetoacetate?

The aldol cyclization of produces which of these?

What would be the product of the following sequence?

What product is formed during the following reaction?

Predict the major product of the following reaction:

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

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