Which Is More Soluble in Hexane: Hexyl Ethanoate or Octanoic Acid?

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SUMMARY

In the discussion regarding solubility in hexane, participants debated whether hexyl ethanoate or octanoic acid is more soluble. The consensus leans towards hexyl ethanoate due to its shorter hydrocarbon chain, which reduces intermolecular hydrogen bonding compared to octanoic acid. While octanoic acid has a longer hydrocarbon chain, its ability to form hydrogen bonds in water may limit its solubility in nonpolar solvents like hexane. Therefore, hexyl ethanoate is determined to be more soluble in hexane.

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Which is more soluble in hexane, hexyl ethanoate or octanoic acid?

I'm thinking it's octanoic acid with the longer uninterrupted hydrocarbon chain, where as the ester's longest uninterrupted hydrocarbon chain is composed of six carbons. Is this correct? If not can you please explain why? Thanks.
 
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i'm thinking the hexyl ethanoate, mainly because the intermolecular hydrogen bonding that can occur with octanoic acid, which can go both ways (donor, acceptor). Not certain though. Octanoic acid is fairly soluble in water
 

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