CHAITANYA BHARATHI INSTITUTE OF TECHNOLOGY (A), HYDERABAD-500075

B.E.1/B.Tech, I-Semester, Academic Year: 2022-2023

Subject: CHEMISTRY

Slip test 2

1. Assign R and configurations for the following componds. (1 M) [BTL-3] (CO3)

a) b)

2. Expalin about SN1 and SN2 reaction mechanism with examples. (2 M) [BTL-2] (CO3)

Mechanisms of nucleophilic substitution reactions:

Nucleophilic substitution reactions occur in two path (mechanism) ways; 1) SN1 and SN2.
SN1 Mechanism: SN1 stands for uni-molecular nucleophilic substitution. The mechanism involves
two steps. Consider the hydrolysis of tert.butyl bromide is with aqueous NaOH.
Step 1: The tert.butyl bromide ionizes to give a planar carbonium ion. The carbonium ion is
planar because thecentral positively charged carbon is sp2 hybridized.

Step-2: The nucleophile can attack the planar carbonium ion from either side to give the product

SN2 mechanism: SN2 stands for bimolecular nucleophilic substitution. In this type of nucleophilic
substitutionreaction, the bond making and bond breaking occurs simultaneously.
 The nucleophile approaches the carbon bearing the leaving group from the back side, that is,
from the side directly opposite the leaving group.
 As the nucleophile forms a bond and the leaving group departs, the substrate carbon atom
undergoes inversion*—its tetrahedral bonding configuration isturned inside out.
 The formation of the bond between the nucleophile and the carbon atom provides most of the
energy necessary to break the bond between the carbon atom and the leaving group.
 The SN2 reaction proceeds in a single step (without any intermediates) through anunstable
arrangement of atoms called the transition state.

3. Predict the products for the following reactions. (2 M) [BTL-3] (CO3)

a)

b)

c)

d)