Question

Which has maximum tendency to form
recemate on alkaline hydrolysis ?
a) 1 - Bromo -1-phenyl ethane
b) n - propyl chloride
c) Isopropyl chloride
d) Neo pentyl bromide​

Answer 1

Answer:

option is(A) has maximum tendency to form  recemate on alkaline hydrolysis

Since, products of (b), (c) and (d) do not have any chiral carbon atom, so these cannot form a racemate.

Answer 2

R-x(Alkyl Halide)

$NaOH + H_{2}O -- R-OH\\\\SN1 Mechanism$

So this SN1 mechanism form in many steps,

Step 1,

$R-x -- R^{+} + X^{-}$

Tendency to racemate is directly proportional to stability of carbocation formed.

Step 2,

$R^{+} + OH^{-} -- R-OH$

Now, if we compare all the given options

Option 1 has 2 degree + R stabilization.

Option 2 has 1 degree stabilization.

Option 3 has 2 degree stabillization.

Option 4 has 1 degree stabillization.

So, the amongst all the options Option 1 is the best choice.