Order the reactivity of the compounds evaluated in the \"Effect of Structure of

Question

Order the reactivity of the compounds evaluated in the "Effect of Structure of the Alkyl Halide" experiment from slowest to fastest? Were these results consistant with the expeceted results? Discuss why your results were or were not in agreement with the expected results.

procedure: in all three test tubes 2mL of 15% sodium iodide in acetone: test tube 1: 2 drops of 1-bromobutane, test tube 2: 2 drops of 2-bromobutane, test tube 3: 2 drops of 2-bromo-2-methylpropane.

Experiment: test tube 1: about 3 minutes. Test tube 2 : about 5 minutes. Test tube 3 : about 5 minutes

Explanation / Answer

in all three test tubes 2mL of 15% sodium iodide in acetone:

test tube 1: 2 drops of 1-bromobutane,

test tube 2: 2 drops of 2-bromobutane,

test tube 3: 2 drops of 2-bromo-2-methylpropane.

Answer: The reaction will be substitution and will follow SN2 mechanism.

The SN2 substiution follows one step mechanism in which the nucelophilie fill attack on substrate from backside.

So the rate of reaction will depend upon type of substrate.

The order of reactivity for sustrates will be

Tertiary < Secondary < primary < methyl.

Primary subtrate : 1-bromobutane

Secondary substrate : 2-bromobutane

Tertiary substrate : 2-bromo-2-methylpropane

So the order of reactivity should be:

1-bromobutane > 2-bromobutane > 2-bromo-2-methylpropane

however the results shows that last two substrates will have same reaction rate.

Otherwise it is consistant

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