Experiment- Kinetics
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REACTION KINETICS: THE SOLVOLYSIS OF TERT-BUTYL CHLORIDE
Performed February 10, 2023
Michael McClory
By:
Kian Houman and Adam Nachate
Submitted on February 27, 2023
Theory:
In an SN1 reaction, the crucial step that determines the rate of the reaction is the departure of the
leaving group, which results in the formation of a carbocation intermediate. The stability of the
carbocation intermediate plays an important role in determining the energy required for the transition
state during the formation of the carbocation. The more stable the carbocation, the lower the energy
required for the transition state, and the faster the reaction proceeds. The substrate involved in this
reaction contains the leaving group (Cl
-
), which, upon departure, creates the carbocation that
subsequently binds with the nucleophilic hydroxyl group, as illustrated in Figure 1.
Figure 1: SN
1
reaction mechanism of the solvolysis of tert-butyl chloride
Procedure:
Refer to the Chemistry 202 BLD Lab Manual (1)
Data and Results:
Table 1: Rate constant and rate of reaction depending on concentrations and temperature of reactions.
Part A
70%
H2O/30%
acetone
Part B
70%
H2O/30%
acetone
Part C
80%
H2O/20%
acetone
Part D
70%
H2O/30%
acetone
Part E
70%
H2O/30%
acetone
Temperature (
K)
295.5
295.0
295.0
283.1
303.0
Tert-butyl chloride
concentration (M)
0.030
0.015
0.030
0.030
0.030
Sodium hydroxide
concentration (M)
0.003
0.0015
0.003
0.003
0.003
Average time for 10% of
hydrolysis (s)
32.84
15.98
5.97
77.08
13.27
Rate constant (s
-1
)
0.0030
0.0063
0.0168
0.0013
0.0754
Rate of reaction (Ms
-1
)
0.000090
0.000095
0.000504
0.000039
0.002262
Sample calculation Part A
Initial molarity of tert-butyl chloride in reaction mixture
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