Home
Class 12
CHEMISTRY
A chemist plans to prepare 1- bromo-2-...

A chemist plans to prepare 1- bromo-2- pentene by the following reaction
`CH_(3)CH_(2)CH =CHCH_(3) + NBS overset(Delta)(to) CH_(3) CH_(2) CH= CHCH_(2)Br`
This plane is not likely to work because

A

There will be no reaction

B

`CH_(3)underset(Br)underset(|)(CH_(2))CH= CHCH_(2)` will also form

C

`CH_(3)CH_(2)underset(Br)underset(|)(CH) -underset(Br)underset(|)(CH)- CH_(3)` will form

D

`BrCH_(2) CH_(2) CH= CH -CH_(3) ` will form

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the preparation of 1-bromo-2-pentene from the given alkene using NBS (N-bromosuccinimide), we need to analyze the reaction and understand why the chemist's plan might not work as intended. ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The reactant is 2-pentene (CH₃CH₂CH=CHCH₃). - The expected product is 1-bromo-2-pentene (CH₃CH₂CH=CHCH₂Br). 2. **Understand the Role of NBS**: - NBS is used for bromination, particularly at the allylic positions of alkenes. An allylic position is the carbon atom adjacent to a double bond. 3. **Determine Allylic Positions**: - In 2-pentene, the double bond is between the 2nd and 3rd carbons. The allylic positions are: - Carbon 1 (CH₃) is adjacent to the double bond. - Carbon 2 (CH₂) is part of the double bond. - Carbon 3 (CH) is adjacent to the double bond. - Carbon 4 (CH₂) is adjacent to the double bond. - Therefore, the allylic positions are at Carbon 1 and Carbon 4. 4. **Bromination Mechanism**: - When NBS is used, it can brominate at either of the allylic positions (C1 or C4). This means that both 1-bromo-2-pentene and 4-bromo-2-pentene could potentially form. 5. **Expected Products**: - If bromination occurs at C1, the product would be 1-bromo-2-pentene. - If bromination occurs at C4, the product would be 4-bromo-2-pentene. 6. **Conclusion**: - Since there are two possible allylic positions for bromination, the reaction will not exclusively yield 1-bromo-2-pentene. Instead, a mixture of products will form, which includes both 1-bromo-2-pentene and 4-bromo-2-pentene. - Therefore, the chemist's plan to prepare only 1-bromo-2-pentene is not likely to work as intended because multiple products will be formed due to the presence of two allylic positions. ### Final Answer: The chemist's plan is not likely to work because the reaction will yield a mixture of products (1-bromo-2-pentene and 4-bromo-2-pentene) instead of exclusively forming 1-bromo-2-pentene.
Promotional Banner

Topper's Solved these Questions

  • HALOALKANES AND HALOARENES

    AAKASH INSTITUTE ENGLISH|Exercise Assignment (Section - C ) ( Objective Type Question(More than one options are correct ))|17 Videos
  • HALOALKANES AND HALOARENES

    AAKASH INSTITUTE ENGLISH|Exercise Assignment (Section - D) (Linked Comprehension Type Question )|8 Videos
  • HALOALKANES AND HALOARENES

    AAKASH INSTITUTE ENGLISH|Exercise Assignment (Section - A ) ( Competition Level Question )|50 Videos
  • GENERAL PRINCIPLES AND PROCESSES OF ISOLATION OF ELEMENTS

    AAKASH INSTITUTE ENGLISH|Exercise Try Yourself|33 Videos
  • HYDROCARBONS

    AAKASH INSTITUTE ENGLISH|Exercise Assignment(Section - C) (Previous Years Questions)|60 Videos

Similar Questions

Explore conceptually related problems

In the given reaction CH_(3)CH_(2) CH = CHCH_(3) overset(X) to CH_(3)CH_(2)COOH + CH_(3)COOH The X is

The major product formed in the following reaction is : CH_3CH = CHCH(CH_3)_2 overset(HBr)(to)

What will be product in the following reaction CH_(3)-CH_(2)-CH_(2)-CH_(3)overset(KMnO_(4))rarr ?

The IUPAC name of (CH_(3))_(2) CHCH_(3) is

Write the IUPAC name of the following : (CH_(3))_(2)CHCH_(2)CH_(2)OH

Write the product of the following reaction. CH_(3)CH_(2)CH=CHCH_(2)CNoverset((i) ("di-isobutyl")_(2)AlH)underset((ii) H_(2)O)rarr

Write the IUPAC name of the following compound : CH_(2) = CHCH_(2) Br

The reaction CH_(2)=CH-CH_(3)+HBr rarr CH_(3)-overset(Br)overset(|)(C )HCH_(3) is

The reaction is : CH_(3)CHBr-CH_(2)Br+2KOH("alc.")overset(Delta)rarr CH_(3)-C equiv CH+2KBr+2H_(2)O

Consider the reaction : CH_(3)CH_(2)CH_(2)Br+NaCNrarrCH_(3)CH_(2)CH_(2)CN+NaBr This reaction will be the fastest in :

AAKASH INSTITUTE ENGLISH-HALOALKANES AND HALOARENES -Assignment (Section - B ) ( Objective Type Question(One option is correct ))
  1. 3 methyl -2- pentene on reaction with HOCI gives

    Text Solution

    |

  2. Among the three possible isomers of dibromo benzenes the highest ...

    Text Solution

    |

  3. Benzal chloride on hydrolysis gives

    Text Solution

    |

  4. For the reaction R- Br to R- O - N =O the suitable reagent is

    Text Solution

    |

  5. Compound X in the reaction is

    Text Solution

    |

  6. What would be the major product of the given reaction ?

    Text Solution

    |

  7. Arrange the given alkylhalides in the increasing reactivity towar...

    Text Solution

    |

  8. Which of the following substrate is most reactive towards methoxi...

    Text Solution

    |

  9. Each of the following reaction is given by tertiary butylbromide...

    Text Solution

    |

  10. On the basis of the given reaction sequence find out the final...

    Text Solution

    |

  11. Which of the following compound will given yellow precipitate on ...

    Text Solution

    |

  12. When chloroform reacts with NaOH an important reactive intermedi...

    Text Solution

    |

  13. Through S(N)2 reaction we cannot convert

    Text Solution

    |

  14. Suppose that CH(3) CH(2) I is added to an enthanol solution contain...

    Text Solution

    |

  15. Rank the following compounds in order of increasing E(2) reaction ...

    Text Solution

    |

  16. PhMgBr (Grignard reagent ) cannot be used to prepare the compound ...

    Text Solution

    |

  17. Which chloroderivative of nitrobenzene among the following would...

    Text Solution

    |

  18. A chemist plans to prepare 1- bromo-2- pentene by the following re...

    Text Solution

    |

  19. The two compounds shown in the figure below are

    Text Solution

    |

  20. The reaction of phenylacetylene with one equivalent of methyl magnes...

    Text Solution

    |