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An organic compound (A) with molecular f...

An organic compound (A) with molecular formula `C_(7)H_(8)O` dissolves in NaOH and gives characteristic colour with `FeCI_(3)`. On treatement with `Br_(3)`, it gives a tribromo product `C_(7)H_(5)Br_(3)`. The compound is:

A

p-Hydroxybenzene

B

2-Methoxy-2-phenyl propane

C

m-Cresol

D

p-Cresol

Text Solution

Verified by Experts

The correct Answer is:
C

Four DU in A and `(C:H~~1:1)` suggest benzene ring with one extra C atom. Reactivity with NaOH and `FeCI_(3)` suggests (A) to be a phenol. The formation of a tribrommo product suggest that o- and p-positions are vacantg. So methyl group should be present at m-position. Hence, (A) is m-cresol.
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Compound (A) C_(7)H_(8)O is insoluble in aqueous NaHCO_(3) and dissolves in aqueous NaOH and gives a characteristic colour with neutral FeCl_(3) . When treated with Br_(2) (A) forms compound (B) C_(7)H_(5)O Br_(3) . The most probable structure of compound A is :

Compound (A) C_(7)H_(8)O is insoluble in aqueous NaHCO_(3) and dissolves in aqueous NaOH and gives a characteristic colour with neutral FeCl_(3) . When treated with Br_(2) (A) forms compound (B) C_(7)H_(5)O Br_(3) . The structure of compound (B) would be :

Knowledge Check

  • An organic compound with molecular formula C_(7)H_(8)O dissolves in NaOH and gives characteristic colour with FeCl_(3) . On treatment with Br_(2) it gives tribromo product C_(7)H_(5)OBr_(3) . The compound is

    A
    p-Hydroxybenzene
    B
    2-Methoxy-2-phenylpropane
    C
    m-Cresol
    D
    p-Cresol
  • An organic compound with molecular formula C_6H_6O dissolves in NaOH and gives characteristics colour with neutral FeCl_3 . On treatment with bromine water it gives tribromoderivative. The compound is,

    A
    alcohols
    B
    ketones
    C
    ethers
    D
    phenol
  • The compound represented by the molecular formula, C_(7)H_(8)O are-

    A
    Only alcohol
    B
    Only ether
    C
    Only phenolic compound
    D
    All the three types of compounds.
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    Compound (A) C_(7)H_(8)O is insoluble in aqueous NaHCO_(3) and dissolves in aqueous NaOH and gives a characteristic colour with neutral FeCl_(3) . When treated with Br_(2) (A) forms compound (B) C_(7)H_(5)O Br_(3) . The most probable structure of compound A is :

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