Abstract The aniline carbamate is introduced as a new removable directing group for C ? A lone pair of electrons is present on N which releases the electron density to the benzene ring and hence activates the benzene ring towards electrophilic substitution reactions at ortho and para positions. Hope that was helpful. Sulphonation Sulphuric acid reacts vigorously with aniline to form anilinium hydrogen sulphate which on heating produces sulphanilic acid which in turn also has a resonating structure with zwitter ion as shown in the above figure.

Actually, anilinium is not meta directing (I know it is often taught that way), but rather it inductively deactivates the entire aromatic ring. A. the product is

eg. Why does ortho nitro aniline form only 2% on performing nitration of aniline? Actually, it is a meta-directing group, because of the carboxylic acid functional that the salicylic acid contains. Substituents already present on a benzene ring also influences the rate of reaction.

Answered May 27, 2018. H 2 SO 4 and HNO 3 , we can understand the formation of both para and meta nitro aniline. The nitration of aniline is going to be faster than the nitration of nitrobenzene, since the aniline is a ring with NH 2 substituent and nitrobenzene is a ring with NO 2 substituent.

It is because the aniline molecule gets protonated in acidic medium to become anilinium ion which is meta directing. It is because the aniline molecule gets protonated in acidic medium to become anilinium ion which is meta directing. Aniline in presence of strong acids mainly gives the m-substituted product although aniline is o,p-directing in aq. Nitration of Aniline in Conc. The -NHCOR group is less powerfully activating then the -NH2 group. If the opposite is observed, the substituent is called a meta directing group.

Th is is because NH 2 group in aniline is highly activating group.

To explain the electrophilic substitution pattern observed with any aromatic system we must consider both resonance and inductive effects. Like the nitrogen and oxygen, the halogens F, Cl, Br, I, are all more electronegative than carbon and they withdraw the electron density from the ring by the inductive effect.Fluorine donates the nonbonded pair of electrons to the ring by resonance as well. – Deactivators (not halogens) are meta-directing. Amino group in aniline is ortho and para directing while aniline hydrogen chloride is meta directing.

Aniline react with mixture of conc.nitric acid and sulfuric acid to give m-nitroaniline . Experiment 16 – Electrophilic Aromatic Substitution Page 6 of 8 Figure 11. – Deactivators (not halogens) are meta-directing.



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