The relative rates of mononitration of R−C6H5, where R=−CH3,−NO2,−OH,−Cl are
A
H3C−C6H5>OH−C6H5>O2N−C6H5>Cl−C6H5
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B
OH−C6H5>Cl−C6H5>H3C−C6H5>O2N−C6H5
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C
OH−C6H5>CH3−C6H5>O2N−C6H5>Cl−C6H5
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D
OH−C6H5>H3C−C6H5>Cl−C6H5>O2N−C6H5
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Solution
The correct option is DOH−C6H5>H3C−C6H5>Cl−C6H5>O2N−C6H5 −CH3,−OH,−Cl are ortho-para directing groups and shows +M effect. But −NO2 is meta directing group and deactivates the ring and makes the ring difficult for electrophilic substitution reaction. −OH is strong ring activating group followed by −CH3 and −Cl.
The relative rates of mononitration is OH−C6H5>H3C−C6H5>Cl−C6H5>O2N−C6H5