(i) In the following pairs of halogen compounds, which would undergo SN1 reaction
faster? Explain.


(ii) Amongst the isomeric dihalobenzenes which isomer has the highest melting point and why?
(iii) Arrange the following haloalkanes in the increasing order of density. Justify your answer.
CCl4, CH2Cl2 and CHCl3.
(i)
• In SN1 reactions the most important criterion for a compound to undergo this type of reaction is the formation of carbocation and its stability of the cation .
• Among the given 2 compounds chlorocyclohexane
and chloromethyl cyclohexane
, the chlorocyclohexane
due to the possibility of hyperconjugation of the electrons from the C-H double bond where that carbocation is located foms more stable carbocation which unlikely for
hence chlorocyclohexane undergoes SN1 reactions in a much easier and faster way and
is more suitable for elimination reactions due to unstability.
(ii)
• Among the dihalobenzenes always the para isomers have the highest boiling points amongst the other isomers.

• The reason is the symmetry of the para or 1,4 dihalobenzens which unlikely in the case of ortho or meta dihalobenzenes. This symmetry of the para isomer fits in the crystal lattice better compared to other isomers.
(iii)
• The correct increasing order of density of the haloalkanes is CH2Cl2>CHCl3> CCl4 .
• The reason behind this order is that, all of them has the same number ofm carbon atoms i.e. 2 but they differ in the number of halogen (Cl) atoms which is maximum in CCl4 and minimumin CH2Cl2 which justifies the order.
Couldn't generate an explanation.
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