Imide

Imides ( imido compounds ) are a group of organic compounds which have the functional group R -C (O )-NR -C ( O)-R, that are Diacylamide.

In the inorganic chemistry compounds, in which the divalent group = NH bonded to a metal, as a metal imides (for example, lithium imide, Li2NH ) are referred to. Also Imidobischwefelsäure ( Imidosulfonsäure, ( HSO 3 ) 2 NH ) is one of the imides.

Most of the other compounds with the group = NH are called imines.

Structure

The imido group is in the form: R2 is-C ( O)- NR1 -C (O ) -R3, where C (O) represents a carbonyl group, respectively. R1, R2 and R3 are any organic radicals ( such as alkyl or aryl groups ) or hydrogen atoms.

Chemistry

The imido group is composed of two carboxylic acid (or dicarboxylic acid ) and formed from ammonia or a primary amine. An imide commonly used is the phthalimide which is built up from phthalic acid and ammonia. If the remainder R 1 is a hydrogen atom (R1 = H), the imido group has due to the strong -M effect of the two carbonyl groups in the case of a pronounced Delokalisierungsmöglichkeit deprotonation of the negative charge. Compared to the amido (R1 -CO- NR2R3 ), the charge is thus better stabilized after deprotonation, and thus the acid strength of the imide greater. Therefore formed in the reaction of phthalimide potassium with potassium phthalimide, a salt that is used in the Gabriel synthesis as a nucleophile for the preparation of N- organyl - phthalimides. The N- organyl Phthalimides are then converted into more primary amines, mostly by hydrazinolysis ( heating with hydrazine ).