Home
Class 12
CHEMISTRY
Give the product of the reaction of Ph(2...

Give the product of the reaction of `Ph_(2)CHCH_(2)OH` with `HBr` and explain its formation.

Text Solution

AI Generated Solution

The correct Answer is:
To determine the product of the reaction of diphenylcarbinol (Ph₂C(OH)CH₂) with HBr, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant is diphenylcarbinol, which can be represented as Ph₂C(OH)CH₂. Here, Ph represents the phenyl group (C₆H₅). 2. **Protonation of the Alcohol**: When HBr is added to the reaction, the hydroxyl group (–OH) of the alcohol gets protonated by the H⁺ from HBr. This forms a better leaving group (water, H₂O) and generates a carbocation intermediate. \[ \text{Ph}_2C(OH)CH_2 + H^+ \rightarrow \text{Ph}_2C(OH_2)^+CH_2 \] 3. **Formation of Carbocation**: The protonated alcohol (Ph₂C(OH₂)⁺CH₂) can lose a water molecule (H₂O) to form a carbocation. The loss of water leads to the formation of a highly stabilized carbocation due to resonance from the adjacent phenyl groups. \[ \text{Ph}_2C(OH_2)^+CH_2 \rightarrow \text{Ph}_2C^+CH_2 + H_2O \] 4. **Phenyl Shift**: The carbocation formed is stabilized by the adjacent phenyl groups. A phenyl group can shift to the carbocation center, resulting in a more stable carbocation. The shift occurs from one of the phenyl groups to the carbon bearing the positive charge. \[ \text{Ph}_2C^+CH_2 \rightarrow \text{Ph}^+CH(Ph)CH_2 \] 5. **Nucleophilic Attack by Bromide Ion**: The bromide ion (Br⁻) from HBr can now attack the carbocation, leading to the formation of the final product. \[ \text{Ph}^+CH(Ph)CH_2 + Br^- \rightarrow \text{Ph}CH(Br)CH_2Ph \] 6. **Final Product**: The final product of this reaction is 1-bromo-1,2-diphenylethane (PhCH(Br)CH₂Ph). ### Final Product: The product of the reaction of diphenylcarbinol with HBr is: \[ \text{Ph}CH(Br)CH_2Ph \]
Promotional Banner

Topper's Solved these Questions

  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-5|58 Videos
  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-5[A]|68 Videos
  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-4[A]|50 Videos
  • AIIMS 2019

    ALLEN|Exercise CHEMISTRY|40 Videos
  • ALKYL AND ARYL HALIDE

    ALLEN|Exercise EXERCISE-05 (B)|35 Videos

Similar Questions

Explore conceptually related problems

The reaction of C_(6) H_(5) CH=CHCH_(3) with HBr produces :

Predict the major product(S) of the following reactions and explain their formation . H_(3)C-CH=CH_(2)overset((Ph-CO-0)_(2))underset(HBr)rarrH_(3)C-CH=CH_(2)overset(HBr)rarr

The reaction of with HBr gives

Write the product of the following reaction. CH_(3)CH_(2)CH=CHCH_(2)CNoverset((i) ("di-isobutyl")_(2)AlH)underset((ii) H_(2)O)rarr

Give ionisation reaction of : Ca(OH)_(2)

Give the common names of the following alcohols : H_(2)C=CH.CH_(2)OH

Give the products of the reaction of styrene oxide with (a) NaSH (b) LiAID_(4) ( c) MeOH // H^(+) ( d) HBr(1 eq)

The reaction of with HBr gives :

The reaction of HBr with gives

ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-4[B]
  1. A compound (A) reacts with thionylchloride to give a compound (B). (B)...

    Text Solution

    |

  2. A compound [A] with molecular formula C(4)H(10)O reacts rapidly with m...

    Text Solution

    |

  3. Give the product of the reaction of Ph(2)CHCH(2)OH with HBr and explai...

    Text Solution

    |

  4. Hydration of 3-phenylbut-1-ene in dil H(2)So(4) will give mainly :

    Text Solution

    |

  5. When A given bel,ow reacts with HI products is B and not C. Explain

    Text Solution

    |

  6. Isotopic carbon-14 in (A) appears at new position (As in B) (A) reacts...

    Text Solution

    |

  7. Complete the following reaction

    Text Solution

    |

  8. Complete the following reactions CH(3)CH=CH(2)overset(mCPBA)rarr A ...

    Text Solution

    |

  9. In the following dehydration of diol with H(3)PO(4) following product ...

    Text Solution

    |

  10. In the following S(N)1 reaction: underset(S(N)1)overset(OH^(o+))rar...

    Text Solution

    |

  11. Identify (A) to (C) as reactant, reagent, product as name of the react...

    Text Solution

    |

  12. Two different Grignard reagents (X) and (Y ) produce C(6)H(5)CH(2)C(CH...

    Text Solution

    |

  13. (a) 2-methyl-1,3-cyclohexanedione is more acidic than cyclohexane - ex...

    Text Solution

    |

  14. A substance C(5)H(10)O does not reduce Fehling's solution, forms a phe...

    Text Solution

    |

  15. Convert PhCHO into PhCH=CHCOPh

    Text Solution

    |

  16. A ketone [A] which undergoes haloform reactions gives compound [B] on ...

    Text Solution

    |

  17. The sodium salt of a carboxylic acid (A) was produced by passing a gas...

    Text Solution

    |

  18. Give reasons for the following: (a) Ketones are less electrophilic t...

    Text Solution

    |

  19. Identify A, B and C ?

    Text Solution

    |

  20. Identify A to E

    Text Solution

    |