Question 1

Propose a multi-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1) Br₂, h...

Question 2

Propose an efficient synthesis of propanoic acid from acetylene:

Accepted Answer

The answer of Propose an efficient synthesis of propanoic acid...

Question 3

Devise a method to complete the following synthesis.

Accepted Answer

The answer of Devise a method to complete the following...

Question 4

Devise an efficient synthesis of the compound shown below starting with 4-methyl-2-pentanol.

Accepted Answer

The answer of Devise an efficient synthesis of the compound...

Question 5

Show that you understand the concept of retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the alkene (C) :

Accepted Answer

A)   B = I and A = IV
B)   B = II and A = VI
C)   B = III and A = I
D)   B = I and A = VI
E)   B = III and A = II

Question 6

Provide the major product(s)  obtained from the following reaction:

Accepted Answer

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

Question 7

Predict the major product(s)  for the following reaction:

Accepted Answer

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

Question 8

Propose a three-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1) tBuOK 2...

Question 9

For the transformation shown, select the most appropriate reagent(s)  to effect the change. 2/h 
u  C)  Br2 D)  HBr/ROOR E)  h 
u  /NBS " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   HBr
B)   Br2/h ν
uν 
C)   Br2
D)   HBr/ROOR
E)   h ν
uν  /NBS

Question 10

Show that you understand the concept of retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the compound shown (C) :

Accepted Answer

A)   B = I and A = VI
B)   B = V and A = II
C)   B = IV and A = VII
D)   B = I and A = III
E)   B = VIII and A = V

Question 11

Which of the following sequences efficiently converts 2-methylpropene and sodium acetylide into 3-methylbutanal? 3; 4)  H2O B)  1)  HBr; 2)  NaCCH; 3)  O3; 4)  DMS C)  1)  HBr, ROOR; 2)  NaCCH; 3)  O3; 4)  H2O D)  1)  HBr, ROOR; 2)  NaCCH; 3)  H2/Ni2B 4)  O3; 5)  DMS E)  1)  NaCCH; 2)  H2/Ni2B; 3)  O3; 4)  DMS" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  HBr; 2)  NaCCH; 3)  O3; 4)  H2O
B)   1)  HBr; 2)  NaCCH; 3)  O3; 4)  DMS
C)   1)  HBr, ROOR; 2)  NaCCH; 3)  O3; 4)  H2O
D)   1)  HBr, ROOR; 2)  NaCCH; 3)  H2/Ni2B 4)  O3; 5)  DMS
E)   1)  NaCCH; 2)  H2/Ni2B; 3)  O3; 4)  DMS

Question 12

For the transformation shown, select the most appropriate reagent(s)  to effect the change. 2SO4 D)  NaOH E)  NaSH" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaOtBu
B)   HBr
C)   H2SO4
D)   NaOH
E)   NaSH

Question 13

Devise a method to complete the following synthesis.

Accepted Answer

The answer of Devise a method to complete the following...

Question 14

Propose a multi-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1) Br₂, h...

Question 15

Predict the major product(s)  for the reaction of pent-1-en-4-yne with sodium amide followed by reaction with bromoethane.

Accepted Answer

A)   Hept-1-en-4-yne
B)   Hept-6-en-3-yne
C)   Hept-3-en-6-yne
D)   Hept-4-en-1-yne

Question 16

What is the minimum number of steps required to convert 2-methylpropane into 1-bromo-2-methyl-2-propanol?

Accepted Answer

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

Question 17

One compound is produced when acetylene is treated with the following reagents. What is the product?

Accepted Answer

The answer of One compound is produced when acetylene is...

Question 18

For the transformation shown, select the most appropriate reagent(s)  to effect the change. 4; 2)  NaHSO3, H2O B)  NaNH2 C)  H2, Pt D)  Na, NH3(l)  E)  H2, Lindlar's catalyst" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  OsO4; 2)  NaHSO3, H2O
B)   NaNH2
C)   H2, Pt
D)   Na, NH3(l) 
E)   H2, Lindlar's catalyst

Question 19

For the transformation shown, select the most appropriate reagent(s)  to effect the change. 4; 2)  NaHSO3, H2O B)  1)  Hg(OAc) 2, H2O; 2)  NaBH4 C)  H2, Pt D)  1)  BH3∙THF; 2)  H2O2, NaOH E)  1)  O3; 2)  DMS" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  OsO4; 2)  NaHSO3, H2O
B)   1)  Hg(OAc) 2, H2O; 2)  NaBH4
C)   H2, Pt
D)   1)  BH3∙THF; 2)  H2O2, NaOH
E)   1)  O3; 2)  DMS

Question 20

Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methyl-1-cyclohexanol to a secondary position?

Accepted Answer

A)   1)  KOtBu; 2)  Hg(OAc) 2, H2O; 3)  NaBH4
B)   1)  TsCl, pyr; 2)  KOtBu; 3)  BH3-THF; 4)  H2O2, NaOH
C)   1)  H2SO4, heat; 2)  BH3∙THF; 3)  H2O2, NaOH
D)   1)  TsCl, pyr; 2)  NaOH; 3)  BH3∙THF; 4)  H2O2, NaOH
E)   C and D will both work

Exam 12: Synthesis

For the transformation shown, select the most appropriate reagent(s) to effect the change.

Correct AnswerverifiedShow Answer

Propose a multi-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1) Br2, h...View AnswerShow Answer

Devise an efficient synthesis of the compound shown below starting with 4-methyl-2-pentanol.

Correct AnswerverifiedShow Answer

Propose a three-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1) tBuOK 2...View AnswerShow Answer

Predict the major product(s) for the reaction of pent-1-en-4-yne with sodium amide followed by reaction with bromoethane.

Correct AnswerverifiedShow Answer

Propose an efficient synthesis of propanoic acid from acetylene:

Correct AnswerverifiedShow Answer

For the transformation shown, select the most appropriate reagent(s) to effect the change.

Correct AnswerverifiedShow Answer

What is the minimum number of steps required to convert 2-methylpropane into 1-bromo-2-methyl-2-propanol?

Correct AnswerverifiedShow Answer

For the transformation shown, select the most appropriate reagent(s) to effect the change.

Correct AnswerverifiedShow Answer

Propose a multi-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1) Br2, h...View AnswerShow Answer

Show that you understand the concept of retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the alkene (C) :

Correct AnswerverifiedShow Answer

Which of the following sequences efficiently converts 2-methylpropene and sodium acetylide into 3-methylbutanal?

Correct AnswerverifiedShow Answer

Devise a method to complete the following synthesis.

Correct AnswerverifiedShow Answer

For the transformation shown, select the most appropriate reagent(s) to effect the change.

Correct AnswerverifiedShow Answer

Provide the major product(s) obtained from the following reaction:

Correct AnswerverifiedShow Answer

One compound is produced when acetylene is treated with the following reagents. What is the product?

Correct AnswerverifiedShow Answer

Predict the major product(s) for the following reaction:

Correct AnswerverifiedShow Answer

Show that you understand the concept of retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the compound shown (C) :

Correct AnswerverifiedShow Answer

Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methyl-1-cyclohexanol to a secondary position?

Correct AnswerverifiedShow Answer

Devise a method to complete the following synthesis.

Correct AnswerverifiedShow Answer

Correct Answer
verified

Correct Answer
verified
1) Br₂, h...
View Answer

Correct Answer
verified

Correct Answer
verified
1) tBuOK 2...
View Answer

Correct Answer
verified

Correct Answer
verified

For the transformation shown, select the most appropriate reagent(s) to effect the change. $For the transformation shown, select the most appropriate reagent(s) to effect the change. A) HBr B) Br<sub>2</sub>/h \nu C) Br<sub>2</sub> D) HBr/ROOR E) h \nu /NBS$

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified
1) Br₂, h...
View Answer

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified