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Q 12.12     Arrange the following compounds in increasing order of their property as indicated:

          (i)    Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone (reactivity towards HCN)

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Increasing order (reactivity towards HCN)-
Di-tert-butyl ketone < Methyl tert-butyl ketone < Acetone < Acetaldehyde


The attacking power of CN nucleophile can be affected by two ways-

  1. hindrance near carbonyl group
  2. negative charge on -CO group (through +I effect of methyl)

By observing the structure of all compound we can arrange them in order to reactivity towards HCN. 

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manish

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