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Order the reactivity of the compounds evaluated in the \"Effect of Leaving Group

ID: 910914 • Letter: O

Question

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.

Procedure: 1 ml of 15 % sodium iodide in two test tubes, add 2 drops of 1-bromobutane to 1st test tube, 2drops of 1-chlorobutane to 2nd test tube. Mix it for 30 seconds on a vortex and record times

Experiment: test tube 1: ~3 minutes, Test tube 2: ~5 minutes

Explanation / Answer

As the size of halide increases its ability to act as leaving group increases. The departing halide ion (X-) carries the shared pair of electrons which are better stabilized from Cl to I (empty d-orbitals). Thus, Br is a better leaving group then Cl. The reaction is thus faster in test tube 1 and slower in test tube 2.

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