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Paragraph An organic compound A(C(9)...

Paragraph
An organic compound `A(C_(9)H_(6)O_(3))` does not react with aqueous solution of `NaHCO_(3)` as well as does not change the colour of litmus paper. Aon acid hydrolysis gives `B(C_(9) H_(8)O_(4))` as major product whereas A on treatment with one equivalent of methanol in acidic medium gives `C(C_(10)H_(10)O_(4))` as the major product (other minor isomer of C is also formed). B on heating with sodalime gives toluene. Answer the following questions based on the above information.
The structure of A satisfying above conditions is

A

B

C

D

Text Solution

Verified by Experts

The correct Answer is:
C

Here C=O bonded to phenyl ring is more activated for esterification as it produces more stable protonated product.
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  • Paragraph An organic compound A(C_(9)H_(6)O_(3)) does not react with aqueous solution of NaHCO_(3) as well as does not change the colour of litmus paper. Aon acid hydrolysis gives B(C_(9) H_(8)O_(4)) as major product whereas A on treatment with one equivalent of methanol in acidic medium gives C(C_(10)H_(10)O_(4)) as the major product (other minor isomer of C is also formed). B on heating with sodalime gives toluene. Answer the following questions based on the above information. The structure of product C is

    A
    B
    C
    D

  • Paragraph An organic compound A(C_(9)H_(6)O_(3)) does not react with aqueous solution of NaHCO_(3) as well as does not change the colour of litmus paper. Aon acid hydrolysis gives B(C_(9) H_(8)O_(4)) as major product whereas A on treatment with one equivalent of methanol in acidic medium gives C(C_(10)H_(10)O_(4)) as the major product (other minor isomer of C is also formed). B on heating with sodalime gives toluene. Answer the following questions based on the above information. The most likely structure of B is

    A
    B
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    D

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