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First of all, I know that increasing the molecular mass decreases the solubility of that compound wrt, of another compound of the homologous series in organic chemistry. My question is how?

My text says:-

The solubility of carbonyl compounds in water is due to H-bonding. An increase in molecular weight of carbonyl compounds (Take any other compound. I was doing carbonyl compounds and came across this) shows an increase in hydrophobic character of alkyl chain which ultimately predominates over H-bonding and thus decreases solubility.

How?

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  • $\begingroup$ I'm not sure what your question really is. Is it about why the alkyl chain has a hydrophobic behavior ? If not, simply observe that as the molecular mass of your carbonyl compound grows, the alkyl chain necessarily grows, and thus the hydrophobic character of your compound gets stronger and stronger. The greater the hydrophobic character, the lower the solubility. $\endgroup$ – Hippalectryon Mar 19 '16 at 15:45

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