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Using the curved-arrow notation, show the formation of reactive intermediates when the following convalent bonds undergo heterolytic cleavage :
(a) `CH_3 - S - CH_3`
(b) `CH_3 - CN`
( c) `CH_3 - Cu` .

Text Solution

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(Cu is more electropositive than C)
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Using curved arrows rotation,show the formation of reactive intermediates when the following covalent bonds undergo heterolytic fission. (a) CH_(3)-CN (b) CH_(3)-Cu

Using curved-arrow notation, show the formation of reactive intermediates when convalent bonds in the following substance undergo heterolytic (polar) cleavage. (i) CH_(3)-SCH_(3) , (ii) CH_(3)-CN (iv) CH_(3)-Cu , (iv) Ag-I (v) H_(3)N^(+)-BF_(3) , (vi) Cu(-OH_(2))_(4)^(2+) Stratergy: Both bonding electrons remain with the more electronegative atom. If the bonding atom have same electronegetivities,, then the bonding electrons are taken away by the larger atom as it can sustain the negative charge more effectively.

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Knowledge Check

  • In CH_(3)CH_(2)OH the bond that undergoes heterolytic cleavage most readily is:

    A
    `C-C`
    B
    `C-O`
    C
    `C-H`
    D
    `O-H`

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    A
    `C-C`
    B
    `C-O`
    C
    `O-H`
    D
    `C-H`

  • In CH_(3)CH_(2)OH , the bond that undergoes heterolytic cleavage most readily is

    A
    C-C
    B
    C-O
    C
    C-H
    D
    O-H
    • CENGAGE CHEMISTRY-GENERAL ORGANIC CHEMISTRY-Concept
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    2. Categorise the following molecules/ions ad nucleophile or electrophile...

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    3. Identify electrophilic centre in the following : (1) CH3CH=O (2) C...

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    4. Which bond is more polar in the following pairs of molecules ? (a) H...

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    5. In which (C - C) bond of (H3 overset (3)C - overset (2) C H2 - overset...

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    8. Explain why (CH3)3C^(oplus) is more stable than CH3 overset (oplus) C ...

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    16. For the following bond cleavages, use curved-arrow to show the electro...

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