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    Four compounds have the formula C4H8O, identify possible compounds.

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    Four compounds have the formula C4H8O. Identify possible compounds (by name or structure). Compounds A and C have similar boiling points; Compounds B and D have significantly lower boiling points than A and C.

    A Reacts with oxidizing agents; reacts immediately with bromine; negative Iodoform Test; negative Lucas Test.
    B Negative result with oxidizing agents; reacts with bromine only with uv-light; negative Iodoform test; as previously mentioned, has relatively low boiling point.
    C Reacts with oxidizing agents; reacts immediately with bromine; gives a positive result to Lucas Test after 8 minutes; shows yellow precipitate result in Iodoform Test
    D No reaction with oxidizers; reacts with bromine only when uv-light is present; has positive Iodoform test.

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    Solution Preview

    C4H8O -> Compounds can be aldehyde, ketone, ether, and alcohol
    -> Double bond(C=C) or ring or C=O bond

    Lucas test = (+) -> secondary or tertiary alcohol

    Lodoform test = (+) -> methyl ketone, secondary alcohol(R-CH(OH)-CH3)

    A -> Reacts with oxidizing agents -> NOT ketone, ether, or tertiary alcohol
    -> Reacts immediately with bromine ? Double bond(C=C)? NOT aldehyde
    -> Negative Iodoform Test ? NOT secondary ...

    Solution Summary

    C4H8O -> Compounds can be aldehyde, ketone, ether, and alcohol
    -> Double bond(C=C) or ring or C=O bond

    Lucas test = (+) -> secondary or tertiary alcohol

    Lodoform test = (+) -> methyl ketone, secondary alcohol(R-CH(OH)-CH3)

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