Home
Class 12
CHEMISTRY
underset("Specific rotation" = +50^(@))(...

`underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH_(3)) overset(SOCl_(2))(rarr) underset(Cl)underset(|)(PhCH) - CH_(3)`
The reaction is carried out in the presence of pyridne, Which of the following mechanisms does it follow?

A

`SN^(1)`

B

`SN^(2)`

C

`SN^(i)`

D

`E2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the mechanism of the reaction where an alcohol is converted into a benzylic halide in the presence of pyridine, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The reactant is an alcohol (Ph-CH(OH)CH₃) and the product is a benzylic halide (Ph-CHCl-CH₃). - The reaction involves the substitution of the hydroxyl group (-OH) with a chlorine atom (Cl). 2. **Understand the Role of Pyridine**: - Pyridine is a heterocyclic aromatic compound that acts as a base in this reaction. - It is also a polar aprotic solvent, which means it does not donate protons (H⁺) but can stabilize ions. 3. **Determine the Type of Reaction**: - The substitution of -OH with Cl can occur through two main mechanisms: SN1 and SN2. - SN1 involves a two-step process where the leaving group departs first, forming a carbocation intermediate, followed by nucleophilic attack. - SN2 involves a single concerted step where the nucleophile attacks the substrate as the leaving group departs. 4. **Analyze the Solvent Effect**: - Since pyridine is a polar aprotic solvent, it favors the SN2 mechanism. - Polar aprotic solvents stabilize the nucleophile but do not stabilize carbocations, making SN1 less favorable. 5. **Conclusion**: - Given that the reaction occurs in a polar aprotic solvent (pyridine), and involves a direct nucleophilic substitution, the mechanism followed in this reaction is SN2. ### Final Answer: The mechanism followed in the reaction is **SN2**. ---

To determine the mechanism of the reaction where an alcohol is converted into a benzylic halide in the presence of pyridine, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The reactant is an alcohol (Ph-CH(OH)CH₃) and the product is a benzylic halide (Ph-CHCl-CH₃). - The reaction involves the substitution of the hydroxyl group (-OH) with a chlorine atom (Cl). ...
Promotional Banner

Topper's Solved these Questions

  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Assertion-Resoning Type|1 Videos
  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Assertion-Resoning|11 Videos
  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Single Correct Answer Type|28 Videos
  • APPENDIX INORGANIC VOLUME 2

    CENGAGE CHEMISTRY ENGLISH|Exercise Short Answer Type|179 Videos
  • BIOMOLECULES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises Archives (Analytical And Descriptive)|8 Videos

Similar Questions

Explore conceptually related problems

underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH_(3)) overset(SOCl_(2))(rarr) underset(Cl)underset(|)(PhCH) - CH_(3) What si the specific rotation of the product?

underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH_(3)) overset(SOCl_(2))(rarr) underset(Cl)underset(|)(PhCH) - CH_(3) Which of the following acts as a nucelphilic?

underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH_(3)) overset(SOCl_(2))(rarr) underset(Cl)underset(|)(PhCH) - CH_(3) Which of the following acts as a leaving group?

CH_(3)CH_(2)CH_(2)Cl+CH_(3)underset(Cl)underset(|)(C)HCH_(3)underset("dry ether")overset(Na)to Products. Which of te following is not a product of above reaction?

CH_(3)CH_(2)-underset(Ph)underset(|)overset(OH)overset(|)C-CH_(3) cannnot be prepared by:

Give the IUPAC names of the following CH_(3)-CH=CH-overset(Cl)overset(|)underset(Cl)underset(|)C-Cl

Give the IUPAC names of the following CH_(3) -overset(Cl)overset(|)underset(Cl)underset(|)C-CH=CH

In the reaction X + Y underset(5^(@)C)overset(NaOH)(rarr) CH_(3)-overset(OH)overset(|)(CH)-underset(CH_(3))underset(|)(CH)-CHO (X) and (Y) Will respectively be :

CENGAGE CHEMISTRY ENGLISH-AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES -Exercises Single Correct
  1. underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH(3)) overset(SOCl(2...

    Text Solution

    |

  2. underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH(3)) overset(SOCl(2...

    Text Solution

    |

  3. underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH(3)) overset(SOCl(2...

    Text Solution

    |

  4. underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH(3)) overset(SOCl(2...

    Text Solution

    |

  5. CH(3) - CH(Cl) - C(2)H(5) overset(Alc.KOH)(rarr) CH(3) - CH = CH - CH(...

    Text Solution

    |

  6. Alkyl halides can be obtained by all methods except

    Text Solution

    |

  7. Neopentyl chloride on reaction with ethanolic KOH is likely to give

    Text Solution

    |

  8. In the reaction CH(3)C equiv C^(-)Na^(+) + (CH(3))(2) CHCl rarr Prod...

    Text Solution

    |

  9. In order to get ethanethiol from bromoethane, the reagent used is :

    Text Solution

    |

  10. For the preparation of chloroethane,

    Text Solution

    |

  11. X on treatment with sodium hydroxide followed by the addition of silve...

    Text Solution

    |

  12. Which of the following cannot be used for the preaparation of iodofro...

    Text Solution

    |

  13. Which of the following hladies is capable of exhibitin enantiomerism?

    Text Solution

    |

  14. A suspension of CaOCl(2) in water is heated with ethanol, the product ...

    Text Solution

    |

  15. Pick up the correct statements about alkyl halides.

    Text Solution

    |

  16. Which of the following is a geminal dihalide ?

    Text Solution

    |

  17. C(2)H(5)I overset(AgNO(2))rarr underset(("major product"))("X. Here X"...

    Text Solution

    |

  18. Which of the following sequence would yield m-nitrochlorobenzene (Z) f...

    Text Solution

    |

  19. C(3)H(7) Cl overset(KOH(alc.))(rarr) (A) underset(770K)overset(Cl(2) (...

    Text Solution

    |

  20. Which of the following alkyl halides undergoes the fastest S(N^(1)) re...

    Text Solution

    |