Home
Class 12
CHEMISTRY
A : Two moles of Grignard reagent is co...

A : Two moles of Grignard reagent is consumed in the formation of tertiary alcohol from ester following by hydrolysis .
R : One mole of Grignard reagent convert ester into Ketone and second mole of Grignard reagent adds to Ketone .

A

Both Assertion & Reason are true and the reason is the correct explanation of the assertion

B

Both Assertion & Reason are true but the reason is not the correct explanation of the assertion

C

Assertion is true statement but Reason is false

D

Both Assertion and Reason are false statements

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the assertion (A) and reason (R) statements regarding the reaction of Grignard reagents with esters to form tertiary alcohols. ### Step-by-Step Solution: 1. **Understanding the Reaction**: - The reaction involves an ester (R-C(=O)-O-R') reacting with a Grignard reagent (R''-MgX). 2. **First Mole of Grignard Reagent**: - The first mole of Grignard reagent attacks the carbonyl carbon of the ester. This results in the formation of a tetrahedral intermediate. - The reaction can be represented as: \[ R-C(=O)-O-R' + R''-MgX \rightarrow R-C(OH)(O-R')-R'' \] 3. **Hydrolysis of the Intermediate**: - Upon hydrolysis (addition of water and an acid), the tetrahedral intermediate collapses, leading to the formation of a ketone and an alcohol: \[ R-C(OH)(O-R')-R'' \xrightarrow{H^+/H_2O} R-C(=O)-R' + R''-OH \] 4. **Second Mole of Grignard Reagent**: - The ketone (R-C(=O)-R') formed from the first reaction can now react with another mole of Grignard reagent (R''-MgX). - This second mole attacks the carbonyl carbon of the ketone: \[ R-C(=O)-R' + R''-MgX \rightarrow R-C(OH)(O-R')-R'' \] 5. **Final Hydrolysis**: - The resulting tetrahedral intermediate from the second reaction is again hydrolyzed to yield the final product, which is a tertiary alcohol: \[ R-C(OH)(O-R')-R'' \xrightarrow{H^+/H_2O} R-C(OH)-R'-R'' \] 6. **Conclusion**: - Thus, two moles of Grignard reagent are indeed consumed in the formation of a tertiary alcohol from an ester, confirming the assertion (A) is true. - The reason (R) correctly explains the assertion, as the first mole converts the ester to a ketone, and the second mole adds to the ketone to form the tertiary alcohol. ### Final Answer: Both assertion and reason are true, and the reason is the correct explanation of the assertion.
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 Try Yourself|5 Videos

Similar Questions

Explore conceptually related problems

Grignard reagent adds to:

Alcohols react with Grignard reagent to form

Grignard reagent is most suitable for preparation of which of the following with carbonyl compound ?

Why is Grignard reagent not successful in the preparation of ketones from acid chlorides?

Which of the following compound gives a ketone with Grignard reagent?

Grignard's reagents give alkanes by reaction with alcohols.

The order of reactivities of methyl halide in the formation of Grignard reagent is

Which of the following does not form Grignard reagent on reaction with Mg in the presence of ether?

AAKASH INSTITUTE ENGLISH- ALCOHOLS, PHENOLS AND ETHERS-Assignment Section -D (Assertion - reason type question)
  1. Assertion : Boiling point of p-nitrophenol is greater than that of o-n...

    Text Solution

    |

  2. A : When C(2) H(5) - O- CH(3) is reacted with one mole of Hl then C(2...

    Text Solution

    |

  3. A : When 3,3-dimethyl butan - 2 - ol is heated in presence of concentr...

    Text Solution

    |

  4. A : In esterification reaction , HCOOH is the most reactive acid among...

    Text Solution

    |

  5. A : Ethers can't be distilled upto dryness due to fear of explosion . ...

    Text Solution

    |

  6. Phenol is less acidic than........... .

    Text Solution

    |

  7. A : CH(3) - underset(O)underset(||)(C)-COOH gives haloform reaction ...

    Text Solution

    |

  8. A : Diphenyl ether is prepared by Williamson synthesis . R : This...

    Text Solution

    |

  9. A : Grignard's reagent is prepared in the presence of ether . R :...

    Text Solution

    |

  10. A : CH(3) - underset(CH(3))underset(|)overset(CH(3))overset(|)(C)-CH=...

    Text Solution

    |

  11. A : Two moles of Grignard reagent is consumed in the formation of ter...

    Text Solution

    |

  12. A : bond angle in ether is slightly greater than normal tetrahedral an...

    Text Solution

    |

  13. A : CH(3)-underset(CH(3))underset(|)overset(CH(3))overset(|)(C)-O-CH...

    Text Solution

    |

  14. A : Ortho - cresol is weaker acidic than meta-cresol . R : It is d...

    Text Solution

    |

  15. A : Among all ortho halophenol , fluorophenol is least acidic . R ...

    Text Solution

    |

  16. A : In esterification reaction alcohol act as nucleophile . R : ...

    Text Solution

    |

  17. A : Phenol is manufactured by Dow 's pocess. R : It involves the ...

    Text Solution

    |

  18. A : Primary alcohol is prepared by the reaction of primary amine with ...

    Text Solution

    |

  19. A : The reactivity order of alcohols is 1^(@) gt 2^(@) gt 3^(@) for ...

    Text Solution

    |

  20. A : The dehydration of ethyl alcohol in presence of Al(2)O(3) at 633 ...

    Text Solution

    |