iTeachChem•9mo ago

Nitration

Nitration of Phenol with conc HNO3 gives picric acid but with poor yield. What could be the reason for poor yield

iTeachChem Helper•4/6/25, 10:47 AM

@Dexter

iTeachChem Helper•4/6/25, 10:47 AM

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RReal potato Nitration of Phenol with conc HNO3 gives picric acid but with poor yield. What ...

Opt•4/6/25, 10:49 AM

You get ortho-nitrophenol as first major product for single nitration because of H-bonding stability.

Each successive nitration reduces electron density on benzene, and also creates more steric hindrance for electrophiles to attack.

OOpt You get ortho-nitrophenol as first major product for single nitration because of...

Real potatoOP•4/6/25, 10:50 AM

Ortho as major?

Opt•4/6/25, 10:50 AM

Yes

Real potatoOP•4/6/25, 10:50 AM

Shouldn’t it be para

Opt•4/6/25, 10:50 AM

It's ortho for this one. Exception

Real potatoOP•4/6/25, 10:51 AM

Ahh i see

Real potatoOP•4/6/25, 10:51 AM

Thanks for the info I’ll remember this

Real potatoOP•4/6/25, 10:51 AM

+solved @Opt

iTeachChem Helper•4/6/25, 10:51 AM

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