Concept explainers
(a)
Interpretation:
The product obtained from the reaction of cyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is to be stated.
Concept introduction:
NBS stand for N-bromosuccinimide. N-bromosuccinimide is used for the bromination of allylic carbon. When a compound having allylic hydrogen is treated with N-bromosuccinimide in presence of CCl4, allylic bromination takes place.
Answer to Problem 17.6P
The product obtained from the reaction of cyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 3-bromocyclohexene.
Explanation of Solution
It is known that the N-bromosuccinimide is used for the bromination of allylic carbon. Therefore, the bromination will take place at allylic carbon of cyclohexene. The reaction of cyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is shown below.
Figure 1
The product obtained from the reaction of cyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 3-bromocyclohexene.
(b)
Interpretation:
The products obtained from the reaction of 3, 3-dimethylcyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides are to be stated.
Concept introduction:
NBS stand for the N-bromosuccinimide. N-bromosuccinimide is used for the bromination of allylic carbon. When a compound having allylic hydrogen is treated with N-bromosuccinimide in presence of CCl4, allylic bromination takes place.
Answer to Problem 17.6P
The product obtained from the reaction of 3, 3-dimethylcyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 6-bromo-3, 3-dimethylcyclohexene.
Explanation of Solution
It is known that the N-bromosuccinimide is used for the bromination of allylic carbon. Therefore, the bromination will take place at allylic carbon of 3, 3-dimethylcyclohexene. The reaction of 3, 3-dimethylcyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is shown below.
Figure 2
The product obtained from the reaction of 3, 3-dimethylcyclohexene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 6-bromo-3, 3-dimethylcyclohexene.
(c)
Interpretation:
The products obtained from the reaction of trans-2-pentene with one equivalent of NBS in CCl4 in the presence of light and peroxides are to be stated.
Concept introduction:
NBS stand for the N-bromosuccinimide. N-bromosuccinimide is used for the bromination of allylic carbon. When a compound having allylic hydrogen is treated with N-bromosuccinimide in presence of CCl4, allylic bromination takes place.
(c)
Answer to Problem 17.6P
The products obtained from the reaction of trans-2-pentene with one equivalent of NBS in CCl4 in the presence of light and peroxides are 1-bromopent-2-ene and 4-bromopent-2-ene.
Explanation of Solution
It is known that the N-bromosuccinimide is used for the bromination of allylic carbon. Therefore, the bromination will take place at allylic carbon of trans-2-pentene. The reaction of trans-2-pentene with one equivalent of NBS in CCl4 in the presence of light and peroxides is shown below.
Figure 3
The products obtained from the reaction of trans-2-pentene with one equivalent of NBS in CCl4 in the presence of light and peroxides are 1-bromopent-2-ene and 4-bromopent-2-ene.
(d)
Interpretation:
The product obtained from the reaction of 4-tert-butyltoluene with one equivalent of NBS in CCl4 in the presence of light and peroxides is to be stated.
Concept introduction:
NBS stand for the N-bromosuccinimide. N-bromosuccinimide is used for the bromination of allylic carbon. When a compound having allylic hydrogen is treated with N-bromosuccinimide in presence of CCl4, allylic bromination takes place.
Answer to Problem 17.6P
The product obtained from the reaction of 4-tert-butyltoluene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 1-tert-butyl-4-(bromomethyl)benzene.
Explanation of Solution
It is known that the N-bromosuccinimide is used for the bromination of allylic carbon. Therefore, the bromination will take place at allylic carbon of 4-tert-butyltoluene. The reaction of 4-tert-butyltoluene with one equivalent of NBS in CCl4 in the presence of light and peroxides is shown below.
Figure 4
The product obtained from the reaction of 4-tert-butyltoluene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 1-tert-butyl-4-(bromomethyl)benzene.
(e)
Interpretation:
The product obtained from the reaction of l-isopropyl-4-nitrobenzene with one equivalent of NBS in CCl4 in the presence of light and peroxides is to be stated.
Concept introduction:
NBS stand for the N-bromosuccinimide. N-bromosuccinimide is used for the bromination of allylic carbon. When a compound having allylic hydrogen is treated with N-bromosuccinimide in presence of CCl4, allylic bromination takes place.
Answer to Problem 17.6P
The product obtained from the reaction of l-isopropyl-4-nitrobenzene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 1-(2-bromopropan-2-yl)-4-nitrobenzene.
Explanation of Solution
It is known that the N-bromosuccinimide is used for the bromination of allylic carbon. Therefore, the bromination will take place at allylic carbon of l-isopropyl-4-nitrobenzene. The reaction of l-isopropyl-4-nitrobenzene with one equivalent of NBS in CCl4 in the presence of light and peroxides is shown below.
Figure 5
The product obtained from the reaction of l-isopropyl-4-nitrobenzene with one equivalent of NBS in CCl4 in the presence of light and peroxides is 1-(2-bromopropan-2-yl)-4-nitrobenzene.
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Chapter 17 Solutions
Organic Chemistry
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