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Description
TCI E0178 N-Ethyl-m-toluidine is a secondary aromatic amine supplied as a liquid, in which an ethyl group is bonded to the nitrogen atom while a methyl group occupies the meta position on the benzene ring. In the laboratory, this compound serves as an important intermediate in organic synthesis, particularly along the preparation routes for dyes and nitrogen-containing aromatic compounds. Its role as a ready source of the N-ethyl-m-toluidine fragment allows researchers to assemble target molecules without having to perform the nitrogen alkylation themselves, a step whose selectivity is often difficult to control when starting from the free toluidine.
The property that makes this meta isomer a frequent choice is its characteristic pattern of aromatic ring activation. The amino group is a strong ortho- and para-director, while the methyl group in the meta position relative to nitrogen reinforces that same directing effect at a common point on the ring, so electrophilic substitution tends to proceed in a more clearly directed manner. The space around the nitrogen atom is also relatively less hindered than in the ortho isomer, so reactions taking place at nitrogen run more smoothly. As an aromatic amine, the compound dissolves well in common organic solvents and behaves as a weak base.
In Indonesian laboratories, this building block is typically used in university and institutional research settings, in synthetic organic chemistry groups, and in laboratories developing dyes and nitrogen-bearing aromatic compounds. It is generally drawn upon when a research team needs a defined N-alkylated toluidine fragment as the starting point for a multi-step route, rather than preparing that fragment in house, which saves working time and avoids the selectivity problems associated with direct alkylation.
Laboratory Applications
Dye synthesis routes — the compound supplies an N-alkylated aromatic amine fragment that is a recurring structural element in dye preparation, allowing researchers to enter established synthetic pathways directly.
Preparation of nitrogen-containing aromatic compounds — it acts as a defined intermediate whose nitrogen centre is already alkylated, so subsequent ring or nitrogen transformations can be planned with fewer preliminary steps.
Electrophilic aromatic substitution studies — the combined directing effect of the amino and meta methyl groups gives a more clearly directed substitution pattern, making the compound useful for controlled ring functionalisation work.
Nitrogen-centred derivatisation chemistry — the relatively open environment around nitrogen compared with the ortho isomer means reactions at that position proceed more smoothly, suiting acylation and related nitrogen chemistry.
General organic synthesis as a non-heterocyclic building block — it provides the intact N-ethyl-m-toluidine unit for multi-step assembly of target molecules, removing the need for in-house nitrogen alkylation.
Specifications
Brand: TCI
CAS number: 102-27-2
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product code: E0178
Physical form: liquid; secondary aromatic amine, soluble in common organic solvents, weakly basic
Pack sizes: available in the standard TCI catalogue pack sizes for this item
Storage: keep in a tightly closed container in a cool, dry, well-ventilated place away from light
Handling and Storage
Store the container tightly closed in a cool, dry and well-ventilated area, protected from light and kept away from heat sources and oxidising agents. Aromatic amines of this type are best kept in their original, chemically compatible closed containers, preferably tightly sealed glass bottles that limit contact with air and moisture. Handle the material inside a working fume hood, using nitrile gloves, safety glasses and a laboratory coat, since it is a liquid amine and both vapour and skin contact should be avoided. Transfer the liquid carefully to prevent spills, close the container immediately after use, keep it clearly labelled, and consult the manufacturer's safety data sheet before beginning any work.
