JAWAHAR NAVODAYA VIDYALAYA – NARAYANPUR BASAVAKALYAN– BIDAR

CLASS: XII UNIT TEST – 1 MAX.

MARKS: 40
SUB: CHEMISTRY TEST ON HALOALKANES HALOARENES , ALCOHOL AND
PHENOLS
MAX. TIME: 45 min
(4 X 1M = 4M)
SECTION – I
Key

1 Which of the following is most reactive towards nucleophilic substitution reaction?

Solution
ACH2=CH−Cl

Cl−CH2−CH=CH2

It is more reactive towards SN Reaction because carbocation formed at allylic position is highly stabilized through resonance.

Solution
C

Sn1andSN2 mechanism

Isopropyl chloride undergoes hydrolysis via both SN-1 and SN-2 mechanisms. Both of them yield the same result/
products.

CH3−CH(Cl)−CH3+HO−→CH3−CH(OH)−CH3+Cl−

Hence the correct option is C. 

3 Solution
Correct option is

CH3O−Smaller size the of the nucleophile (i.e., CH3O−) more reactive it is.
4 Solution

Correct option is B there is steric hindrance

The repulsion between the alkyl or any other groups present on an carbon atom, if the distance
between the two is less than vander waals radius, than it is said to be the steric hindrance. That is the
reason why tertiary alkyl halides are practically inert to substitution by SN2 mechanism as there is
steric hindrance.  

Solution

Verified by Toppr
Step 1 : To determine the structure of compound (A)

Since  A, a five carbon atom chloro compound, on reaction with sodium in

ether (Wurtz reaction) gives 2,2,5,5-tetramethylhexane, therefore , A must be
neopentyl chloride or 1-chloro-2,2-dimethylpropane.

2CH3−CH3∣C∣CH3−CH2−Cl+2NaDry ether

(Wurtz reaction)CH3−CH3∣C∣CH3−CH2−CH2−CH3∣C∣CH3−CH3+2NaCl

1-Chloro-2,2-dimethylpropane (A)                                    2,2,5,5-

Tetramethylhexane

Step 2 : To determine the structure of compound (B). Since A on reduction

with Zn−Cu Couple and alcohol gives a hydrocarbon (B), therefore, B must be
neopentane or 2,2-dimethylpropane.

     CH3−CH3∣C∣CH3−CH2Cl+2[H]Zn−Cucouple

+alcoholCH3−CH3∣C∣CH3−CH3+HCl 

   1-Chloro-2,2-dimethylpropane (A)                                    2,2-Dimethylpropane (B)

Thus, A = 1-chloro-2,2-dimethylpropane and B = 2,2-dimethylpropane