Home
Class 12
CHEMISTRY
Which one of the following compounds wil...

Which one of the following compounds will be most readily dehydrated?

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound will be most readily dehydrated, we need to analyze the stability of the carbocation formed during the dehydration process. The stability of the carbocation is influenced by the effects of substituents attached to the carbon chain, specifically the +I (inductive) and -I (inductive) effects. ### Step-by-Step Solution: 1. **Identify the Compounds**: We have four compounds, each containing a keto group (C=O) and an adjacent hydroxy group (OH). 2. **Understand Dehydration**: Dehydration involves the removal of the OH group, which leads to the formation of a carbocation. The stability of this carbocation is crucial for determining the ease of dehydration. 3. **Carbocation Formation**: When the OH group is removed, a positive charge is created at the carbon atom where the OH group was attached. This positive charge characterizes the carbocation. 4. **Evaluate Carbocation Stability**: The stability of the carbocation is directly proportional to the +I and +M effects (electron-donating effects) and inversely proportional to the -I and -M effects (electron-withdrawing effects). - The keto group (C=O) exerts a -I effect, which destabilizes the carbocation. 5. **Distance Dependence**: The effects of substituents are distance-dependent. The closer the -I group is to the carbocation, the greater its destabilizing effect. Conversely, if the -I group is further away, its destabilizing effect is reduced. 6. **Analyze Each Compound**: - **Option 1**: Carbocation is formed one bond away from the keto group. - **Option 2**: Similar to option 1, the carbocation is also one bond away from the keto group. - **Option 3**: The carbocation is formed two bonds away from the keto group, reducing the -I effect's influence. - **Option 4**: The carbocation is one bond away from the keto group. 7. **Conclusion**: Since the carbocation in option 3 is formed at a distance of two bonds from the keto group, it experiences less destabilization due to the -I effect compared to the other options. Therefore, option 3 will be the most readily dehydrated compound. ### Final Answer: **Option 3** is the compound that will be most readily dehydrated.
Promotional Banner

Topper's Solved these Questions

  • ALCOHOLS, PHENOLS AND ETHERS

    AAKASH INSTITUTE ENGLISH|Exercise Assignment Section - C (Questions asked Prior to medical Ent. Exams. 2005)|13 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    AAKASH INSTITUTE ENGLISH|Exercise Assignment Section -D (Assertion - reason type question)|20 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    AAKASH INSTITUTE ENGLISH|Exercise Assignment Section - B (Objective type questions)|25 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    AAKASH INSTITUTE ENGLISH|Exercise Try Yourself|5 Videos

Similar Questions

Explore conceptually related problems

Which one of the following compounds will be most readily hydrolysed in aqueous alkali?

Which of the following compounds will most readily be dehydrated to give alkene under acidic condition ?

Which one of the following compounds is most acidic

Which one of the following compounds is most acidic

Which of the following compounds is the most stable?

Which of the following compounds is the most acidic ?

Which of the following compounds will be most easily attacked by an electrophile?

Which one of the following will most readily be dehydrated in acidic condition?

AAKASH INSTITUTE ENGLISH- ALCOHOLS, PHENOLS AND ETHERS-Assignment Section - C (Previous Years questions)
  1. Which of the following is not the product of dehydration of

    Text Solution

    |

  2. Which of the following reaction(s) can be used for the preparation of ...

    Text Solution

    |

  3. The reaction CH(3)-underset(CH(3))underset(|)overset(CH(3))overset(|...

    Text Solution

    |

  4. Among the following sets of reactants which one produces anisole?

    Text Solution

    |

  5. Identify Z in the sequence of reactions : CH(3)CH(2)CH=CH(2)underse...

    Text Solution

    |

  6. Among the following ethers, which one will produce methyl alcohol on t...

    Text Solution

    |

  7. In the following reaction The major product is

    Text Solution

    |

  8. In the following reactions . ltb rgt CH3-overset(CH3)overset(|)CH-unde...

    Text Solution

    |

  9. Which one of the following compounds has the most acidic nature ?

    Text Solution

    |

  10. Which one of the following is most reactive towards electrophillic rea...

    Text Solution

    |

  11. Among the following four compounds (a) Phenol (b) methyl phenol ...

    Text Solution

    |

  12. When glycerol is treated with excess of HI, it produces -

    Text Solution

    |

  13. Which one of the following compounds will be most readily dehydrated?

    Text Solution

    |

  14. Which of the following conformers for ethylene glycol is most stable ?

    Text Solution

    |

  15. Consider the following reaction "Ethanol" overset(PBr(3))to X overset...

    Text Solution

    |

  16. Consider the following reaction : Phenol underset(Zn" dust")toXun...

    Text Solution

    |

  17. H(2)COH.CH(2)OH on heating with periodic acid gives :

    Text Solution

    |

  18. The major organic product in the reaction CH(3)-O-CH(CH(3))(2)+HIrar...

    Text Solution

    |

  19. Ethylene oxide when treated with Grignard reagent yields

    Text Solution

    |

  20. Which one of the following compounds is most acidic

    Text Solution

    |