Effect of the Leaving Group (SN1) To 1 mL of a 0.1 M solution of silver nitrate

Question

Effect of the Leaving Group (SN1)

To 1 mL of a 0.1 M solution of silver nitrate in ethanol in 2 clean, dry test tubes, add 1 drop of 2-bromo-2-methylpropane to the 1st test tube and add 1 drop of 2-chloro-2-methylpropane to the 2nd test tube. Record the times required for a precipitate to form

1) Order the reactivity of the compounds evaluated in the "Effect of Leaving

Group" experiment from slowest to fastest? Were these results consistent with

the expected results? Discuss why your results were or were not in agreement

with the expected results.

2-Bromo-2-methyl   2.55 seconds until precipitate formed

2-chloro-2-methyl 6.25 seconds until precipitate formed

Explanation / Answer

1. Bromide is good leaving group comapred to chloride.

2. Bromide is larger in size compared to chloride hence the negative charge is stabilized.

3. The stabilized leaving group is a good leaving group hence it leaves the compound quickly when compared to unstabilized one.

4. hence 2-bromo-2-methyl need less time than 2-chloro-2-methyl

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