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Shweta Thakur posted an Question

October 30, 2020 • 20:48 pm

30 points

IIT JAM
Chemistry (CY)

Phenol and cyclohexanol which is more soluble in water

phenol and cyclohexanol which is more soluble in water

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Suman Kumar

Phenol is more soluble. phenol is more polar
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Dinesh khalmaniya 1

phenol is more soluble than cyclohexanol because in phenol lone pair of Oxygen is delocalised with benzene ring so phenol is more polar than cyclohexanol thus more soluble. there is a more subtle effect involving conjugation in the undissociated phenol. When the phenyl group withdraws some electron density from the π-donating hydroxyl group, it gains some negative charge and so is better able to attract the hydrogen ends of the water dipoles. Ultimately this is a manifestation of the polarizability of the delocalized π electrons.
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got it??
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yes sir
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sir more polar means better separation of charge
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in phenol due to the benzene it undergoes resonance and therefore delocalization of electrons
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and hence more polar and therefore more soluble
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yes shweta
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Priyanshu kumar Best Answer

Phenol is more soluble in water than Cyclohexanol due to high polarity of O-H bond in phenol.
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yes shweta any doubt?
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sir plz explain it more
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shweta here in phenol the O-H bond is polar ..oxygen ke lone pair .conjugation me hai phenyl group se...sp2 hybridised
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more polarity in phenol than cyvlohexanol leads to more solubility
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ok
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