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The reaction BrCH(2)CH(2)Br+Znoverset(...

The reaction
`BrCH_(2)CH_(2)Br+Znoverset(CH_(3)CO_(2)H)rarrCH_(2)=CH_(2)+ZnBr_(2)`
proceeds by the …… mechanism.

A

`E1-cB`

B

`E2`,syn-elimination

C

`E2`,anti elimination

D

`E1`

Text Solution

Verified by Experts

The correct Answer is:
C

Both addition ( to the alkene) and elimination ( from the dibromide) of the `Br` atoms are predominantly trans, i.e., steroselective. These observations may be explained in terms of the formation of a bridged intermediate. It also folowes from this that the configuration of the protected alkene remains unchanged.
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Knowledge Check

  • In the reaction BrCH_(2)-CH_(2)Br+ZnrarrY+ZnBr_(2),Y is

    A
    ethyne
    B
    ethene
    C
    ethane
    D
    None of these
  • In reaction BrCH_(2)-CH_(2)Br+Zn to Y+ZnBr_(2) . Y is

    A
    Ethyne
    B
    Ethene
    C
    Ethane
    D
    None
  • Consider the reactions (i) (CH_(3))_(2)CH-CH_(2)Broverset(C_(2)H_(5)OH)rarr (CH_(3))_(2)CH-CH_(2)OC_(2)H_(5)+HBr (ii) (CH_(3))_(2)CH-CH_(2)Broverset(C_(2)H_(5)O^(-))rarr (CH_(3))_(2)CH-CH_(2)OC_(2)H_(5) + Br^(-) The mechanisms of reactions (i) and (ii) are respectively

    A
    `S_(N^(2))` and `S_(N^(2))`
    B
    `S_(N^(2))` and `S_(N^(1))`
    C
    `S_(N^(1))` and `S_(N^(2))`
    D
    `S_(N^(1))` and `S_(N^(1))`