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Post Lab Questions for Nitration of Acetanilide, Nitration of Methyl Benzoate, Nitration of Phenylacetonitrile, Nitration of...

Post Lab Questions for Nitration of Acetanilide, Nitration of Methyl Benzoate, Nitration of Phenylacetonitrile, Nitration of Phenol.

1. What product(s) do you expect to be formed in the nitration of phenol? Why?

2. All three of the nitrophenols have boiling points well above 200°C. Explain clearly why it was possible to distill something with such a high boiling point when the temperature of the distillate never rose much above 100°C.

3. What product did you actually obtain in the distillate? Why did this product, out of all the expected products, distill?

4. Normally, as illustrated in the experiments Nitration of Acetanilide, Nitration of Methyl Benzoate, and Nitration of Phenylacetonitrile, the nitration of aromatic rings requires a nitrating mixture of concentrated nitric and sulfuric acids. Why is phenol nitrated so easily with dilute nitric acid alone?

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