Home
Class 12
CHEMISTRY
Acetone on treatment with CH(3)-Mg-I and...

Acetone on treatment with `CH_(3)-Mg-I` and on further hydrolysis gives

A

Isopropyl alcohol

B

Primary alcohol

C

Acetic acid

D

2 - methyl 2 - propanol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of acetone with methyl magnesium iodide (a Grignard reagent) followed by hydrolysis, we can follow these steps: ### Step 1: Identify the Reactants The reactants in this reaction are acetone (CH₃COCH₃) and methyl magnesium iodide (CH₃MgI). ### Step 2: Understand the Reaction Mechanism Grignard reagents act as nucleophiles. In this case, the methyl group (CH₃⁻) from methyl magnesium iodide will attack the electrophilic carbon of the carbonyl group (C=O) in acetone. ### Step 3: Nucleophilic Attack The nucleophilic methyl group attacks the carbonyl carbon of acetone, leading to the formation of a tetrahedral intermediate. The structure of the intermediate can be represented as follows: - The carbonyl oxygen now has a negative charge (O⁻), while the carbon that was part of the carbonyl becomes bonded to the methyl group. ### Step 4: Formation of the Addition Product The addition product formed is: - (CH₃)₂C(OH)CH₃, which is 2-methyl-2-propanol (also known as tert-butyl alcohol). ### Step 5: Hydrolysis of the Addition Product Upon hydrolysis, the negatively charged oxygen (O⁻) in the tetrahedral intermediate will abstract a proton (H⁺) from water, resulting in the formation of the alcohol: - (CH₃)₂C(OH)CH₃. ### Step 6: Final Product The final product after hydrolysis is 2-methyl-2-propanol. ### Conclusion Thus, the product of the reaction of acetone with methyl magnesium iodide followed by hydrolysis is 2-methyl-2-propanol. ### Answer The correct answer is 2-methyl-2-propanol. ---
Promotional Banner

Topper's Solved these Questions

  • NTA JEE MOCK TEST 104

    NTA MOCK TESTS|Exercise CHEMISTRY|25 Videos
  • NTA JEE MOCK TEST 107

    NTA MOCK TESTS|Exercise CHEMISTRY|25 Videos

Similar Questions

Explore conceptually related problems

Acetone on treatment with CH_(3)MgI and on further hydrolysis gives :

The product formed as a result of reaction of CH_(3) MgBr and CO_(2) on further hydrolysis gives

An organic compound (A) gives opsitive Liebermann reaction and on treatment with CHCI_(3)//KOH followed by hydrolysis gives (B) and (C). Compound (B) gives colour with Schiff's reagent but not (C), which is steam volatile. (C ) on treatment with LiAIH_(4) gives (D), C_(7)H_(8)O_(2) , which on oxidation gives (E). Compound (E) reacts with (CH_(3)CO)_(2))O//CH_(3)COOH to give a pain reliever (F). Give the structures of (A) to (F) with proper reasoning.

Compound A on reaction with HCN andon further hydrolysis gives C_(2)H_(5)-underset(CH_(3))underset(|)overset(OH)overset(|)(C)-COOH Hence the compound A is :

Acetone on treatment with aq. Baking soda gives

Acetaldehyde reacts with CH_3MgBr and the product on hydrolysis gives

Acetone on treatment with sodium and ethanol gives

NTA MOCK TESTS-NTA JEE MOCK TEST 106-CHEMISTRY
  1. Which of the following compounds does not liberate nitrogen with HNO(2...

    Text Solution

    |

  2. Identify Z in the sequence CH(3)-CH(2)-CH=CH(2)overset(HBr//H(2)O(2)...

    Text Solution

    |

  3. Which of the following is known as broad spectrum antibiotic?

    Text Solution

    |

  4. In the electrolytic refining of zinc,

    Text Solution

    |

  5. When xenon hexafluoride is treated with AsF(5) to form an ionic compou...

    Text Solution

    |

  6. Match the following-

    Text Solution

    |

  7. Consider the following parallel reactions being given by A(t(1//2) = 1...

    Text Solution

    |

  8. Which of the following is incorrect?

    Text Solution

    |

  9. Given E(Cr^(3+)//Cr^(@))= -O*74V,E(MnO(4)^(-)//Mn^(2+))^(@) = 1.51V E...

    Text Solution

    |

  10. 0.45 gm of an organic compound gave on combution 0.792 gm of CO2 and 0...

    Text Solution

    |

  11. The wave number of first emission line in the atomic spectrum of hydro...

    Text Solution

    |

  12. At low pressure, the van der Waals equation is reduced to

    Text Solution

    |

  13. When potassium is reacted with oxygen, which of the following compound...

    Text Solution

    |

  14. Carnellite is a mineral of

    Text Solution

    |

  15. Acetone on treatment with CH(3)-Mg-I and on further hydrolysis gives

    Text Solution

    |

  16. The value of log(10)K for a reaction A hArr B is (Given: Delta(f)H(298...

    Text Solution

    |

  17. On ozonolysis, an alkene (x) forms two carbonyl compounds namely butan...

    Text Solution

    |

  18. Out of all the possible isomers of C(5)H(11)Cl, how many are secondary...

    Text Solution

    |

  19. The bond order of NO molecule is

    Text Solution

    |

  20. If the density of some lake water is 1.25 g mL^(-1) and contains 92g o...

    Text Solution

    |