Determine the sort of bonding the intermediate engages in (ionic/polar covalent/

Question

Determine the sort of bonding the intermediate engages in (ionic/polar covalent/nonpolar cov/etc) and if it contains atoms other than Hydrogen and Carbon.

An intermediate is soluble in:

Cold Water: Insoluble; Hot Water: Slightly Soluble

Cold Ethanol: Soluble; Hot Ethanol: Soluble

Cold Dichloro-methane: Insoluble; Hot Dichloro-methane: Soluble

Cold Pet Ether: Insoluble; Hot Pet Ether: Insoluble

Cold 2-Butanone: Soluble; Hot 2-Butanone: Soluble

Cold Acetic Acid: Slightly Soluble; Hot Acetic Acid: Soluble

Water, ethanol, and acetic acid are polar. Dichloro-methane and pet ether are nonpolar. 2-Butatnone is slightly polar.

Based on the solubility data and the relative polarity of these solvents, come up with a generic description of the intermediate. Determine the sort of bonding an intermediate engages in (ionic/polar covalent/nonpolar covalent/etc). Does it contains atoms other than Hydrogen and Carbon?

Cite evidence in support of your choices. Thank you!

Explanation / Answer

An intermediate is soluble in

Cold Water: Insoluble; Hot Water: Slightly Soluble => polar covalent nature

Cold Ethanol: Soluble; Hot Ethanol: Soluble => polar covalent

Cold Dichloro-methane: Insoluble; Hot Dichloro-methane: Soluble => polar/non-polar covalent

Cold Pet Ether: Insoluble; Hot Pet Ether: Insoluble => ionic

Cold 2-Butanone: Soluble; Hot 2-Butanone: Soluble => polar covalent

Cold Acetic Acid: Slightly Soluble; Hot Acetic Acid: Soluble => non-polar covalent

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