Which alkyl halide from the following pairs would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
Which alkyl halide from the following pairs would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
(i)
2-bromobutane is a 2° alkylhalide whereas 1-bromobutane is a 1° alkyl halide. The approaching of nucleophile is more hindered in 2-bromobutane than in 1-bromobutane. Therefore, 1-bromobutane reacts more rapidly than 2-bromobutane by an SN2 mechanism.
(ii)
2-Bromobutane is 2° alkylhalide whereas 2-bromo-2-methylpropane is 3° alkyl halide. Therefore, greater numbers of substituents are present in 3° alkyl halide than in 2° alkyl halide to hinder the approaching nucleophile. Hence, 2-bromobutane reacts more rapidly than 2-bromo-2-methylpropane by an SN2 mechanism.
(iii)
Both the alkyl halides are primary. However, the substituent -CH3 is at a greater distance to the carbon atom linked to Br in 1-bromo-3-methylbutane than in 1-bromo-2-methylbutane. Therefore, the approaching nucleophile is less hindered in case of the former than in case of the latter. Hence, the former reacts faster than the latter by SN2 mechanism.
The reaction between A and B is first order with respect to A and zero order with respect to B. Fill in the blanks in the following table:
| Experiment |
A/ mol L - 1 |
B/ mol L - 1 |
Initial rate/mol L - 1 min - 1 |
| I | 0.1 | 0.1 |
2.0 × 10 - 2 |
| II | -- | 0.2 |
4.0 × 10 - 2 |
| III | 0.4 | 0.4 | -- |
| IV | -- | 0.2 |
2.0 × 10 - 2 |
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(i)
2-bromobutane is a 2° alkylhalide whereas 1-bromobutane is a 1° alkyl halide. The approaching of nucleophile is more hindered in 2-bromobutane than in 1-bromobutane. Therefore, 1-bromobutane reacts mor...
Step-by-step explanation:
• (i)
•
•
•
• 2-bromobutane is a 2° alkylhalide whereas 1-bromobutane is a 1° alkyl halide
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