Why are alkenes more reactive than alkanes ?
Alkenes have a carbon-carbon double bond (>C = C<) in their molecules. The >C = C< bond is made up of one strong σ bond and one weak bond. The electrons of the bond are more exposed which increase reactivity. In other words, the presence of bond (formed by the sideways overlapping of atomic orbital) makes alkenes highly reactive chemically as compared to alkanes.
Write a short note on hydroboration oxidation.
Diborane adds to alkenes to give trialkyl borane which on oxidation gives alcohol.
An alkene upon ozonolysis gives two isomeric compounds with molecular formula C3H6O. Write the structure of the compounds and also of the alkene.
The -bond is weaker than carbon-carbon σ bond. Explain.
The >C = C< bond is made of σ bond and bond. The bond is weaker than σ bond because electron in the bond are more diffused in space i.e. orbitals participating in the bond formation overlap sidewise only to small extent. On the other hand, orbitals participating in the σ bond formation overlap axially to a greater extent.
The greater the extent of overlapping, the higher the probability of finding the valence electrons in between the nuclei and hence the bond will be stronger and shorter. Hence overlap in bond is less effective as compared to σ bond.
Why peroxide effect is shown only by HBr and not by HCl or HI?
Or
Explain why Kharasch effect is shown by HBr only and not by HCl or HI.
The mechanism of addition of HBr to a unsymmetrical alkene (say propene) in the presence of peroxide is free radical i.e. "H-Br undergoes homolysis to form free radical.
HCl is a very stable acid H-Cl bond (430 kJ moH) is stronger than H-Br bond (378 kJ mol-1) and is not broken symmetrically by the free radicals generated by peroxide. Hence the free radical addition of HCl to alkenes is not possible.
In the case of HI, the H - I bond (297 kJ mo-1) is weaker than H-Br bond and undergoes homolysis readily to form iodine free radical. But iodine free radicals have greater tendency to combine amongst themselves to form iodine molecules rather than add to the ethylenic bond.
Hence HI does not respond to the peroxide effect.