What is Enamin?

In organic chemistry, "enamin" is the product of rearrangement Imin, the reaction product of the carbonyl compound - aldehyde or keton - either with ammonia or amine - primary or secondary. The term derivative comes from the words "Alken" and "amin" - two functions that make up enamin, if are located in the neighborhood. The Complete, Oveall Reaction Sequence is RCH _{2 -C (R 1 ) = O + N (H) R 2 rch 2 -C (r 1 ) = nr 2 3 → rch = C (r 1 )-nr 2 Each "R" in this reaction can be hydrogen or some alkyl or aromatic connection based on carbon-for example methyl, isopropyl or phenyl. Another is a reversible change of enamin, analogous with a reversible transformation of Keton into an "Enol" or alken-alcohol. The conversion of the well -known ketone, acetone, is well illustrated by keto -enolo tautomerism: ch 3 . The analog of nitrogen acetone, dimethylimine changes according to a similar reaction path of Ch 3 -C (= nh) -ch 3 → parallels.}

Ready of the interchangeability of isomers - sometimes spontaneous or only with less change in the chemical environment - is called tautomerism and individual structures, tautomers. Starting change from Imin to enamin can be as simple as adding small mineral acid (HX). This action results in protoning, a tap of a positive hydrogen ion (H

+) on the nitrogen atom, forcing a double shift: -ch _{2 -ch = nr 1 Plus protonation → -ch 2 -ch = n + hr 1 r 2 ; with rearrangement → -c}

+

h 2 = ch -nhr 1 r 2 with depotonation → -ch 2 = ch -nr 1 r > 2 .

The ability of tautomers to easily replace the extent of possible reactions, which makes them particularly useful intermediates in chemical synthesis - especially for organic structures in which a relatively large carbon skeleton must be developed. Long carbon chains, and thus enamins, are of particular importance for the development of biologically active chiral substances. This is because in organic chemistry, any given reaction often leads to a collection of optical isomers and these isomers may require separation - a task that has not been easily accomplished. On the other hand, when only one isomer can be produced, the yield may be twice as large and no need for separation. The development of drugs, especially in alkaloids, is certainly one of the most important areas of application of chemistry with Emain, as well as the important and thoroughly examined use of enamins as non -metallic and thus "green", catalysts.