Q.--haloalkanes

1) Out of C6H5CH2Cl and C6H5CHClC6H5
which is more easily hydrolysed by aqueous KOH. (please explain whether it is SN1 or SN2 for each)

2) p-dichlrobenzene has higher or lower solubility than those of o- and m- isomers ?

4 Answers

71
Vivek @ Born this Way ·

For 1st one, the former compound is hydrolyzed by SN2 while the latter is by SN1.

262
Aditya Bhutra ·

2) lower solubility due to zero dipole moment.

21
mohit_ sharma ·

Is there any role of melting point in deciding solubility in 2nd question ?

How to decide whether 2° alkyl halide uses SN1 or SN2 mechanism if type of solvent is not given ?

71
Vivek @ Born this Way ·

In general, Solvation is a solvent phenomenon and is mostly by SN1 mechanism. If nothing special given, then go for SN1.

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