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An organic compound (A) C(7)H(15)CI on t...

An organic compound (A) `C_(7)H_(15)CI` on treatment with alcoholic caustic potash gives a hydrocarbon (B)`C_(7)H_(14)`(B) on treatment with ozone and subsequent hydrolysis gives acetone and butyraldehyde. What are (A) and (B)?

Text Solution

Verified by Experts

`(A)(CH_(3))_(2)C CICH_(2)CH_(2)CH_(2)CH_(3) " "or" "(CH_(3))_(2)CHCHCICH_(2)CH_(2)CH_(3)`
`(B) (CH_(3))_(2)C=CHCH_(2)CH_(2)CH_(3) overset((i)O_(3))underset((ii)Zn//H_(2)O)(to) (CH_(3))_(2) CO+ OHC CH_(2)CH_(2)CH_(3)`
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An organic compound A (C_(7)H_(6)Cl_(2)) on treatment with NaOH solution gives another compound B (C_(7)H_(6)O) . B on oxidation gives and acid C (C_(7)H_(6)O_(2)) which on treatment with a mixture of conc. HNO_(3)" and "H_(2)SO_(4) gives a compound D (C_(7)H_(5)NO_(4)) . B on treatment with conc. NaOH gives a compound E (C_(7)H_(8)O)" and "C_(6)H_(5)COONa . Deduce the structures of [A], [B], [C], [D] and [E].

Knowledge Check

  • C_(6)H_(6)CI_(6) on treatment with alcoholic KOH yields .

    A
    `C_(6)H_(6)`
    B
    `C_(6)H_(3)CI_(3)`
    C
    `(C_(6)H_(6))OH`
    D
    `C_(6)H_(6)CI_(4)`
  • An alkyl bromine (A) on treatment with Na and ether gives a hydrocarbon (B).(B) on treatment with HBr and peroxide gives Br-(CH_(2))_(6) -Br compound (A) is :

    A
    `CH_(3)CH_(2)CH_(2)Br`
    B
    `H_(2)C=CH-CH_(2)Br`
    C
    `CH_(3)-CH=CHBr`
    D
    `CH_(3)-CH_(2)CH_(2)Br`
  • An organic compound A(C_(4)H_(6)CI) on reation withNa/diethyl ether gives a hydrocarbon which on monochlorination gives only one chloro derivative A is .

    A
    t-butyl chloride
    B
    s-butyl chloride
    C
    Isobutyl chloride
    D
    n-butyl chloride
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