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Which of the following nitro compounds w...

Which of the following nitro compounds will show tautomerism?

A

`C_6H_5NO_2`

B

`(CH_3)_3CNO_2`

C

`CH_3CH_2NO_2`

D

None of the above

Text Solution

AI Generated Solution

The correct Answer is:
To determine which nitro compound will show tautomerism, we need to analyze the structure of each compound and check for the presence of alpha hydrogens. Tautomerism typically occurs when there is a hydrogen atom on the carbon adjacent to the functional group (in this case, the nitro group). ### Step-by-Step Solution: 1. **Understanding Tautomerism**: - Tautomerism is a chemical phenomenon where a compound can exist in two interconvertible forms. For nitro compounds, this usually involves the rearrangement of a hydrogen atom and a shift in double bonds. 2. **Identifying the Compounds**: - We have three nitro compounds to analyze: - (A) C6H5NO2 (Nitrobenzene) - (B) (CH3)3CNO2 (Tert-butyl nitro compound) - (C) CH3CH2NO2 (Ethyl nitro compound) 3. **Analyzing Compound (A) - Nitrobenzene (C6H5NO2)**: - Structure: C6H5 (phenyl) connected to NO2. - There are no alpha hydrogens on the carbon directly attached to the nitro group because the phenyl group is fully substituted. - **Conclusion**: Does not show tautomerism. 4. **Analyzing Compound (B) - Tert-butyl nitro compound ((CH3)3CNO2)**: - Structure: A tert-butyl group (three methyl groups attached to a carbon) connected to NO2. - The central carbon of the tert-butyl group is bonded to three methyl groups and one nitro group, leaving no hydrogen atoms on the alpha carbon. - **Conclusion**: Does not show tautomerism. 5. **Analyzing Compound (C) - Ethyl nitro compound (CH3CH2NO2)**: - Structure: Ethyl group (CH3-CH2-) connected to NO2. - The alpha carbon (the one adjacent to the nitro group) has two hydrogen atoms. - This allows for tautomerism to occur, where the hydrogen can shift and form a double bond with nitrogen. - **Conclusion**: Shows tautomerism. 6. **Final Answer**: - The nitro compound that shows tautomerism is **(C) CH3CH2NO2**.

To determine which nitro compound will show tautomerism, we need to analyze the structure of each compound and check for the presence of alpha hydrogens. Tautomerism typically occurs when there is a hydrogen atom on the carbon adjacent to the functional group (in this case, the nitro group). ### Step-by-Step Solution: 1. **Understanding Tautomerism**: - Tautomerism is a chemical phenomenon where a compound can exist in two interconvertible forms. For nitro compounds, this usually involves the rearrangement of a hydrogen atom and a shift in double bonds. 2. **Identifying the Compounds**: ...
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Knowledge Check

  • Which one of the following compounds will show enantiomers?

    A
    B
    C
    D
  • Which of the following compounds will show cis-trans isomerism?

    A
    `(CH_(3))_(2)C=CHC_(2)H_(5)`
    B
    `H_(2)C=C Cl_(2)`
    C
    `CH_(3)HC=C ClCH_(3)`
    D
    `HClC=CH_(2)`
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