Polar and non-polar compounds and their solubility

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Naphthalene's solubility in liquid ammonia, despite its non-polar nature, raises questions due to ammonia's polar characteristics. The discussion highlights the unexpected solubility of naphthalene in liquid ammonia, which contradicts typical solubility rules. The inquiry stems from research focused on naphthalene carry-over in gas systems, where literature indicates that naphthalene can dissolve in liquid ammonia, prompting further exploration into the underlying chemical interactions or reactions that facilitate this solubility.
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Hydrocarbon Solubility in Polar solutions
Hi
Please can anyone explain why Naphthalene is soluble in liquid Ammonia when Naphthalene is Non-polar and Ammonia is Polar?
 
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Good question. I would expect the solubility to be very low. Where does your question come from? Is this related to some chemical reaction or rather spectroscopy?
 
DrDu said:
Good question. I would expect the solubility to be very low. Where does your question come from? Is this related to some chemical reaction or rather spectroscopy?

Hi DrDu, thanks for your response.
The question comes from research into modes of Naphthalene carry-over in gas systems.
I was surprised when I was faced with articles stating Naphthalene to be soluble in Liquid Ammonia.
 

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