Daventry

The tautomeric are the organic compounds resulting from the chemical reaction called tautomerization . This reaction occurs by migration of a Atome of Hydrogène accompanied by a change of localization of a double connection. In a solution of a compound capable of tautomerization, a balance between the 2 tautomeric ones is created. The relationship between tautomeric is then function of solvent, the temperature and the pH.

Tautomerism is the transformation of a functional grouping into another by concomitant displacement of a hydrogen atom and a Liaison π (double linking or triple).

The tautomerization is catalyzed by

• the bases (Mechanism: 1) Déprotonation, 2) formation of a Anion delocalized, 3) Protonation at another place of the anion).

• the acids (Mechanism: 1) Protonation, 2) formation of a Cation delocalized, 3) Déprotonation at another place of the cation).

Tautomeric currents are:

• Aldehyde S/Ketone S - alcohols or more precisely énol: the Acetone for example;

• Amide S - acids imidic: the hydrolysis of the Nitrile;
• lactams - lactims: tautomerisms of the nitrogenized bases of DNA: Adénine, Guanine, Thymine, and Cytosine.
• amine S - énamine S
• enamines - enamines

See too

• Isomer

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