Home
Class 12
CHEMISTRY
Dehydration of alcohol to form an alkene...

Dehydration of alcohol to form an alkene is always carried out with concentrated `H_(2)SO_(4)` and not with concentrated `HCl` or `HNO_(3)`. Explain.

Text Solution

Verified by Experts

Dehydration of alcohols to form alkenes occurs through carbocation intermediates. If HCl is used, then chloride `(Cl^(-))` ion beinng a good nucleophile brings about substitution reaction to give an alkyl chloride.
`underset("Alcohol")(R-CH_(2)CH_(2)-OH) underset(-H_(2)O)overset(H^(+))to underset(R-CH_(2)CH_(2)-Cl" Alkyl chloride (substitution product)")underset(darr+Cl^(-))underset("Carbocation")(R-CH_(2)-overset(+)(C)H_(2))underset(-H^(+))to underset("Alkene (elimination product)")(R-CH=CH_(2))`
If `H_(2)SO_(4)` is used, then the bisulphate ion `(HSO_(4))^(-)` being non-nucleophilic cannot bring about the substitution reaction. instead the carbocation loses a proton to form an alkene. conc. `HNO_(3)` is not used because it being a strong oxidising agent, preferentially brings abou the oxidation of alcohols first to aldehydes or ketones and then to the carboxylic acids. thus, dehydration of alcohols to form alkenes is always carried out with such strong acids (e.g. `H_(2)SO_(4),H_(3)PO_(4),KHSO_(4)`) which have non-nucleophilic anions.
Promotional Banner

Topper's Solved these Questions

  • ALCOHOLS, PHENOLS AND ETHERS

    PRADEEP|Exercise NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT INTEXT SOLVED QUESTIONS)|7 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    PRADEEP|Exercise NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT INTEXT UNSOLVED QUESTIONS)|12 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    PRADEEP|Exercise TEST YOUR GRIP (II. FILL IN THE BLANKS)|37 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise IMPORTANT QUESTIONS FOR BOARD EXAMINATION|29 Videos

Similar Questions

Explore conceptually related problems

Phenol on being heated with concentrated H_(2)SO_(4) and then with concentrated HNO_(3) gives

Dehydration of ……. Alcohols is carried out with concentrated sulphuric acid.

The ease of dehydration of an alcohol with concentrated H_(2)SO_(4) is

PRADEEP-ALCOHOLS, PHENOLS AND ETHERS-CONCEPTUAL QUESTIONS
  1. An organic (A) reacts with PCl(5) to produce another compound (B). (B...

    Text Solution

    |

  2. Arrange the following compounds in the increasing order of the propert...

    Text Solution

    |

  3. Arrange the following in order of their Increasing basicity: H(2)O, ...

    Text Solution

    |

  4. Why (CH(3))(3)COH is less acidic than (CH(3))(3)SiOH although carbon i...

    Text Solution

    |

  5. Draw the structrue and name the product formed if the following alcoho...

    Text Solution

    |

  6. Dehydration of alcohol to form an alkene is always carried out with co...

    Text Solution

    |

  7. Acid catalysed dehydration of t-butanol is faster than that of n-butan...

    Text Solution

    |

  8. Give the structure of the compound, C(C(4)H(8)) which when treated wit...

    Text Solution

    |

  9. 3,3-dimethylbutan-2-ol losses a molecule of water in the presence of c...

    Text Solution

    |

  10. Predict the major product of the following reaction: C(6)H(6)+(CH(3))(...

    Text Solution

    |

  11. Which is a stronger acid, phenol or cresol? Explain.

    Text Solution

    |

  12. How do you account for the fact that unlike phenol, 2,4-dinitrophenol ...

    Text Solution

    |

  13. Unlike phenols, alcohols are easily protonated. Or Alcohols are easily...

    Text Solution

    |

  14. Haloalkanes can easily be prepared from alcohols while aryl halides ca...

    Text Solution

    |

  15. Which of the following is the correct method for synthesising methyl-t...

    Text Solution

    |

  16. Identify the product of the following reaction: CH(3)-underset(CH(3)...

    Text Solution

    |

  17. Ethers are cleaved by acids and not by bases. Explain.

    Text Solution

    |

  18. Anisole is less reactive than phenol towards electrophilic substitutio...

    Text Solution

    |