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Account for the following Chloromethan...

Account for the following
Chloromethane reacts with KCN to form ethanenitrile as the main product and wit AgCN to form methyl isocyanide as the chief product.

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`KCN(overset(+)(K)overset(-)(C))-=overset(..)(N)` is mainly an ionic compound and provide cyanide ion `(overset(-)(C)-=overset(..)(N))` for the nucleophile attack. On the other hand, silver cyanide `(Ag-C-=N : )` is mainly covalent in nature and only nitrogen atom is free to donate the electron pair for the nucleophile attack. this results in the formation of methyl isocyanide .
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In the following questions, a statement of assertion (A) is following by a statement of reason (R ) A : Haloalkanes react with KCN to give alkyl cyanide as the main product while with AgCN they form isocyanide as the main product. R: In KCN, k form ionic bond due to which one lone pair present on carbon, so carbon act as donor but in AgCN, Ag form covalent bond and carbon has no lone pair so N-atom act as donor.

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DINESH PUBLICATION-HALOALKANES AND HALOARENES-Question From board Examinations
  1. Which compound in the following couples will react faster in S(N^(2)) ...

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  2. Complete the following (a). C(2)H(5)Cl+AgCN(Alc.)overset(heat)to (b)...

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  3. Account for the following Chloromethane reacts with KCN to form etha...

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  4. Complete the following reaction: CH(3)-CH=CH(2)underset("Peroxide")o...

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  5. Propose the mechanism of the reaction taking place when: (a). (-)-2-...

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  6. Write the structure of the compound 1-Bromo-4-sec-butyl-2-methylbenzen...

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  7. Arrange the following compounds in decreasing order of reactivity towa...

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  8. Which will react faster in S(N^(2)) displacement reaction, 1-Bromopent...

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  9. Complete the following reactions:

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  10. Why do haloalkanes dissolve in organic solvents?

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  11. What is a racemic mixture? Give an example

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  12. Out of the two bromoderivatives, C(6)H(5)CH(CH(3))Br and C(6)H(5)CH(C...

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  13. Write the IUPAC name of the compound CH(3)-C-=C-CHClCH(3).

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  14. Identify A and B in the following reaction.

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  15. Although chlorine is an electron withdrawing group, yet it is ortho-, ...

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  16. What is meant by chirality of a compound? Give an example

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  17. What happens when bromine attacks on CH(2)=CH-CH(2)-CH=CH(2)?

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

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  19. How will you distinguish between the following pairs of compounds (i...

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  20. Write chemical equations to illustrate the following reaction: (i). ...

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