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

An organic compound (A) C_(6)H_(10) on reduction, first give (B) C_(6)H_(12) and finally (C) C_(6)H_(14) (A) on reaction with ozone followed by hydrolysis is presence of Zn gives two aldehydes C_(2)H_(4)O (D) and C_(2)H_(2)O_(2) (E) Oxdation of (B) with acidified KMnO_(4) gives acid (F) C_(3)H_(6)O_(2) Determine structures of (A) to (F) with proper reasoning.

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 :

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 .

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].

An organic compound (A), C_(7)H_(6)O gives positives test with Tollen's reagent,on treatment with alcoholic CN, (A) yields the compound (B), C_(14)H_(12)O_(2) . Compound (B) on reduction with Zn-Hg, HCl and dehyration gives an unsaturated compound (C), compound (D) , C_(14)H_(12)O_(2) . Compound (D) on heating with KOH undergoes rearrangement and subsequent acidification of rearranged products yields an acidic compound (E),C_(14)H_(12)O_(3) . Structure of compound (B) is :

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
    • OP TANDON-HALOALKANES AND HALOARENES -Problems based on structure and properties
    1. An organic compound (A) C(7)H(15)CI on treatment with alcoholic causti...

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    2. A Chloro compound (A) showed the following properties: (a) decolour...

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    3. An alkyl halide (X)of the folmula C(6)H(13)Cl on treatment with potass...

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    4. An organic compound (A) C(5)H(9) Br which readily decolourises bromine...

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    5. An organic compound (A) C(4)H(9)Cl on reacting with aqueous KOH gives ...

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    6. A 10 g mixture of isobutane and isobutene requires 20 g of Br(2) ("in...

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    7. Compounds (A) and (B) on reaction in ether medium and subsequent acidi...

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    8. (W) and (X) are optically active isomers of C(6)H(9)CI. (w) on treatme...

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    9. On electrolysis an alcoholic solution of sodium chloride gives a sweet...

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    10. RCI is treated with Li in ether to form R-Li R-Li reacts with water to...

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    11. Which hydrocarbon is consistent with the following formation ? Molecul...

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    12. With alkali C(3)H(6) CI(2)(A) " gives " CH(3)H(6)O(B)" or " C(3)H(4)(C...

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    13. A Grignard reagent (A) and a haloalkene (B) react together to give (C)...

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    14. Cyclopentane on heating with bromine gives compound (A) which on reac...

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    15. Cyclobutyl bromide on treatment with magnesium in dry ether forms an o...

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    16. A hydrocarbon (A) with molecular formula C(8)H(8) gave the following r...

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    17. When bromobenzene is monochlorinated two isomeric compounds (A) and (B...

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    18. A Grignard reagent (A) and a haloalkene (B) react together to give (C)...

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