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A compound (A) with molecular formula C(...

A compound (A) with molecular formula `C_(4)H_(10)O` reacts rapidly with metallic sodium but reacts very slowly with Lucas reagent. (A) when treated with hot concentrated `H(2)SO_(4)`gives a compound (B) ,` C_(4)H_(8)` on hydration with aqueous `H_(2)SO_(4)` forms a compound (C ) with moolcular formula `C_(4)H_(10)O`. (C ) is almost inert to metallic sodium but reacts readily with Lucas reagent. What are (A),(B) and (C ) ? Explain the reactions involved.

Text Solution

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The correct Answer is:
(A)`underset("Isobutyl alcohol")((CH_(3))_(2)CHCH_(2)OH)`" "(B) underset("Isobutylene")((CH_(3))_(2)C=CH_(2))" "(C ) underset("tert-Butyl alcohol")((CH_(3))_(2)COHCH_(3))`
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A compound [A] with molecular formula C_(4)H_(10)O reacts rapidly with metallic sodium but very slowly with Lucas reagent. When [A] treated with hot concentrated H_(2)SO_(4) , it gives a compound [B] C_(4)H_(8) which upon hydration with aqueous H_(2)SO_(4) forms a compound [C] with molecular formula C_(4)H_(10)O . The compound [C] is almost unert to metallic sodium but reacts rapidly with Lucas reagent. What are the compounds [A], [B] and [C] ? Explain the reaction involved.

Number of compounds having molecular formula C_(5)H_(12)O giving turbidity immediately with Lucas reagent will be.

Knowledge Check

  • An organic compound of molecular formula C_(4)H_(10)O does not react with sodium. With excess of HI, it gives only two types of alkyl halide. The compound is

    A
    ethoxyethane
    B
    2-methylpropan-2-ol
    C
    1-methoxypropane
    D
    1-butanol

  • The type of isomerism exihibited by the compound with formula C_(4)H_(10)O is :

    A
    Chain and position
    B
    Functional and position
    C
    Metamerism
    D
    Chain, position, functional, and metamerism

  • A neutral compound with molecular formula C_(3)H_(8)O evolves H_(2) when treated with sodium metal and gives iodoform test. The compound is

    A
    `(CH_(3))_(2)CHOH`
    B
    `CH_(3)CH_(2)CH_(2)OH`
    C
    `CH_(3)COCH_(3)`
    D
    `CH_(3)CH_(2)CHO`

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