Home
Class 11
CHEMISTRY
Which of the following carbocations is l...

Which of the following carbocations is least stable ?

A

`Ph overset (oplus) CH_2`

B

`overset C H = CH_2`

C

`Me_2 overset (oplus) C H`

D

`CH_2 = CH - overset C H_2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which carbocation is the least stable, we will analyze the stability of each carbocation based on three main factors: the +I effect (inductive effect), resonance, and hyperconjugation. ### Step 1: Identify the Carbocations We have four carbocations to analyze: 1. **Carbocation A**: CH2+ on a benzene ring 2. **Carbocation B**: CH2=CH+ 3. **Carbocation C**: CH(CH3)2+ 4. **Carbocation D**: CH2=CH-CH2+ ### Step 2: Analyze Carbocation A (Benzyl Carbocation) - **Structure**: CH2+ attached to a benzene ring. - **Stability Factors**: - **Resonance**: The positive charge can be delocalized over the benzene ring, providing significant stability. - **Conclusion**: This carbocation is relatively stable due to resonance. ### Step 3: Analyze Carbocation B (Vinyl Carbocation) - **Structure**: CH2=CH+ - **Stability Factors**: - **Hybridization**: The carbon with the positive charge is sp hybridized, which has a linear geometry. - **Stability**: sp hybridized carbons have less p character and cannot stabilize the positive charge effectively, making this carbocation less stable. - **Conclusion**: This carbocation is the least stable due to its hybridization and lack of resonance. ### Step 4: Analyze Carbocation C (Tertiary Carbocation) - **Structure**: CH(CH3)2+ - **Stability Factors**: - **+I Effect**: The two CH3 groups donate electrons towards the positively charged carbon. - **Hyperconjugation**: There are 6 alpha hydrogens available for hyperconjugation, leading to multiple stabilizing interactions. - **Conclusion**: This carbocation is very stable due to the +I effect and hyperconjugation. ### Step 5: Analyze Carbocation D (Allyl Carbocation) - **Structure**: CH2=CH-CH2+ - **Stability Factors**: - **Resonance**: The positive charge can be delocalized over the adjacent double bond, providing stability. - **Conclusion**: This carbocation is stable due to resonance. ### Final Conclusion After analyzing all four carbocations, we find that **Carbocation B (CH2=CH+)** is the least stable due to its sp hybridization and lack of resonance stabilization.

To determine which carbocation is the least stable, we will analyze the stability of each carbocation based on three main factors: the +I effect (inductive effect), resonance, and hyperconjugation. ### Step 1: Identify the Carbocations We have four carbocations to analyze: 1. **Carbocation A**: CH2+ on a benzene ring 2. **Carbocation B**: CH2=CH+ 3. **Carbocation C**: CH(CH3)2+ 4. **Carbocation D**: CH2=CH-CH2+ ...
Promotional Banner

Topper's Solved these Questions

  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Assertion-Reasoning|5 Videos
  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives|12 Videos
  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Multiple Correct|22 Videos
  • CLASSIFICATION AND NOMENCLATURE OF ORGANIC COMPOUNDS

    CENGAGE CHEMISTRY ENGLISH|Exercise Analytical and Descriptive Type|3 Videos
  • HYDROGEN, WATER AND HYDROGEN PEROXIDE

    CENGAGE CHEMISTRY ENGLISH|Exercise Subjective Archive (Subjective)|3 Videos

Similar Questions

Explore conceptually related problems

Which of the following carbocations is most stable ?

Which of the following carbocations is most stable ?

Which of the following carbocation is most stable

Which of the following carbocation is most stable?

Which one of the following carbocation is most stable ?

Which of the following carbocation is more stable and why?

Which one of the following Carbocation is most stable :

Which of the following carbocations is expected to be most stable?

CENGAGE CHEMISTRY ENGLISH-GENERAL ORGANIC CHEMISTRY-Single Correct
  1. The decreasing nucleophilicity of the following is : (I) CH3 S^(Ө) ...

    Text Solution

    |

  2. Arrange the following in their decreasing order of Basicity. (I) ...

    Text Solution

    |

  3. Which of the following carbocations is least stable ?

    Text Solution

    |

  4. Which of the following carbocations is most stable ?

    Text Solution

    |

  5. The compound which gives the most stable carbonium ion on dehydration ...

    Text Solution

    |

  6. In the following graph, stability of different carbocations have been ...

    Text Solution

    |

  7. Which of the following is a soft base ?

    Text Solution

    |

  8. Which of the following is least stable ?

    Text Solution

    |

  9. Which of the following species is most stable ?

    Text Solution

    |

  10. The decreasing order of -I effect of the following is : (I) R3N^(opl...

    Text Solution

    |

  11. The decreasing order of-I effect of the following is : (I) CHO (II...

    Text Solution

    |

  12. The decreasing order of + I effect of the following is : (I) - O^(Ө)...

    Text Solution

    |

  13. The decreasing order of - I effect of the orbitals is : (I) sp (II...

    Text Solution

    |

  14. Give the decreasing order of hyperconjugative effect of R in R - CH = ...

    Text Solution

    |

  15. The decreasing order of the acidic character is : .

    Text Solution

    |

  16. The decreasing order of boiling points of the following is : (I) RCO...

    Text Solution

    |

  17. The decreasing order of basic character of the following is :

    Text Solution

    |

  18. The decreasing order of acidic character of the following is : .

    Text Solution

    |

  19. The decreasing order of acidic character of the following is : (I) p...

    Text Solution

    |

  20. The decreasing order of basic characters of the following is : (I) A...

    Text Solution

    |