Home
Class 12
CHEMISTRY
HI is a better reagent than HBr for clea...

HI is a better reagent than HBr for cleavage of ether. Explain.

Text Solution

Verified by Experts

HI is a stronger acid than HBr and therefore, axonium ion is readily formed. `I^(-)` is also a better nucleophile than `Br^(-)` for nucleophilic substitution reaction.
`R-underset("Ether") underset(* *) overset(* *)O-R+HI to R underset("Oxonium ion") underset(H) underset(|) overset(+) overset(* *)O-R+I^(-),R-overset(* *^(+))underset(H) underset(|)O-R+I^(-)overset("Alcohol") to R-I+R-O-H`
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ALCOHOLS, PHENOLS AND ETHERS

    MODERN PUBLICATION|Exercise NCERT (IN-TEXT EXERCISES)|12 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    MODERN PUBLICATION|Exercise NCERT (TEXTBOOK EXERCISES)|33 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    MODERN PUBLICATION|Exercise CONCEPTUAL QUESTIONS 1|26 Videos
  • ALDEHYDES ,KETONES AND CARBOXYLIC ACIDS

    MODERN PUBLICATION|Exercise UNIT PRACTICE TEST|13 Videos

Similar Questions

Explore conceptually related problems

CH_(2)=CH^(-) is a better nucleophile than HC -= C^(-) . Explain.

(a) Discuss dehydration of primary, secondary and tertiary alcohols. (b) In the halogen acids, HI is more reactive with alcohol than HBr and HCl . Explain.

Knowledge Check

  • The correct order of ease of cleavage of ether linkage by hydrogen halide follows :

    A
    HI gt HBr gt HCl
    B
    HBr gt HI gt HCl
    C
    HCl gt HBr gt HI
    D
    HCl gt HI gt HBr
  • Assertion :HBr is a stronger acid than HI. Reason :HBr is more polar than HI.

    A
    Both A and R true and R is the correct explanation of A
    B
    Both A and R true and R is not a correct explanation of A
    C
    A is true but R is false
    D
    Both A and R is false
  • His writing is better than ……....

    A
    you
    B
    yours
    C
    your's
    D
    yours'
  • Similar Questions

    Explore conceptually related problems

    Why detergents are better cleansing agents than soaps ? Explain.

    (a) Give S_(N)2 and S_(N)1 mechanisms for the cleavage of ethers with Hl. (b) Why does S_(N)2 cleavage occur at a faster rate with Hl than with HCl?

    Grignard reagent of C_(6)H_(5)Cl can be prepared in THF but not in ether. Explain why?

    To give is better than to receive.

    Dialkyl ethers react with very few reagents other acids. The only reactive sites that molecules of a dialkyl ether has to another reactive substance are the C H bonds of the alkyl groups and the O group of the ether linkage. Heating dialkyl ethers with very strong acids. (HI, HBr, and H_(2)SO_(4)) causes them to undergo reactions in which the carbon-oxygen bond breaks. When mixed ethers are used, the alcohol and alkyl iodide that form depend on the nature of the alkyl groups. Mechanism is by S_(N)^(2) reaction or S_(N)^(1) . What is the coorect order of reactivity towards conc. HI assuming S_(N)^(2) type cleavage?