Q: Why can I not separate naphthalene now?

Naphthalene is the neutral compound in the mixture. Since it is neutral, it will not react with any inorganic base or acid. There are no sites available for ionization, a critical requirement for solubility in the aqueous phase. Separation of naphthalene is not achievable when there is a basic (4-chloroaniline) component present in the mixture.

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