Home
Class 12
CHEMISTRY
Explain the following reaction : n-BuB...

Explain the following reaction :
`n-BuBr+KCN overset(EtOH-H_(2)O)to n-BuCN`

Text Solution

Verified by Experts

KCN is resonance hydride of the following two contributing structures:

Thus, `CN^(-)` ion is an ambident nucleophile. Therefore, it can attack the carbon atom of C-Br bond in n-BuBr either through C or N. Since C-C bond is stronger than C-N bond, therefore, attack occurs through C to form n-butyl cyanide.
Promotional Banner

Topper's Solved these Questions

  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTIONS-I)|30 Videos

  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTIONS-II)|11 Videos

  • HALOALKANES AND HALOARENES

    PRADEEP|Exercise NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT INTEXT UNSOLVED QUESTIONS)|9 Videos

  • GENERAL PRINCIPLES AND PROCESSES OF ISOLATION OF ELEMENTS

    PRADEEP|Exercise Curiosity Questions|2 Videos

  • ORGANIC COMPOUNDS CONTAINING NITROGEN

    PRADEEP|Exercise IMPORTANT QUESTIONS FOR BOARD EXAMINATION|27 Videos

Similar Questions

Explore conceptually related problems

Write the mechanism of the following reaction: nBuBr + KCN overset(EtOH-H_(2)O) rarr nBuCN

One per cent composition of an organic compound A is carbon= 85.71% and hydrogen =14.29% . Its vapour density is 14. Consider the following reaction sequences. A overset(Cl_(2)//H_(2)O)to(B) overset(KCN//EtOH)underset(H_(3)O^(+))toC, Identify C.

What is the major product of the following reaction ? CH_(3)-C-=N underset(Et_(2)O)overset(CH_(3)MgI)rarr overset(H_(3)O^(o+))rarr

Major product of the following reaction CH_(3)-CH_(2)-Broverset(KCN)tounderset(H_(2)O)overset(overline(O)H)tounderset(Delta)overset(PCl_(5))to product

Complete the following reactions : (a) underset(i-BuBr)((A))overset(1.Li)underset(2.CuI)to(B)overset(Ph-overset(O)overset(||)(C)-Cl)to(C) (b) ( c) (d) ( e) .

PRADEEP-HALOALKANES AND HALOARENES-NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT EXERCISES)
  1. Write the structure of 3-Chloro-2-methylpentane

    Text Solution

    |

  2. Which one of the following has the highest dipole moment? (i) CH(2)C...

    Text Solution

    |

  3. A hydrocarbon C(5)H(10) does not react with chlorine in dark but gives...

    Text Solution

    |

  4. Write the isomers of the compound having formula C(4)H(9)Br.

    Text Solution

    |

  5. Write the equations for the preparation of 1-iodobutane from (i) 1-b...

    Text Solution

    |

  6. What are ambident nucleophiles? Explain with an example.

    Text Solution

    |

  7. Which compound in each of the following pairs will react faster in S(N...

    Text Solution

    |

  8. Predict all the alkenes that would be formed by dehydrohalogenation of...

    Text Solution

    |

  9. How will you carry out the following conversions in not more than two ...

    Text Solution

    |

  10. Explain why (i) the dipole moment of chlorobenzene is lower than tha...

    Text Solution

    |

  11. Give the uses of freon 12, DDT, carbon tetrachloride and iodoform.

    Text Solution

    |

  12. Write the structure of the major organic product in each of the follow...

    Text Solution

    |

  13. Explain the following reaction : n-BuBr+KCN overset(EtOH-H(2)O)to n-...

    Text Solution

    |

  14. Arrange the compounds of each set in order of reactivity towards S(N)2...

    Text Solution

    |

  15. Out of C(6)H(5)CH(2)Cl and C(6)H(5)CHClC(6)H(5), which is more easily ...

    Text Solution

    |

  16. p-Dichlorobenzene has higher m.p. and solubility than those of -and m-...

    Text Solution

    |

  17. How the following conversions can be carried out? (i) Propene to pro...

    Text Solution

    |

  18. The treatment of alkyl chlorides with aqueous KOH leads to the formati...

    Text Solution

    |

  19. Primary alkyl halide C(4)H(9)Br (a) reacted with alcoholic KOH to give...

    Text Solution

    |

  20. What happens when (i) n-butyl chloride is treated with alcoholic KOH...

    Text Solution

    |