Introduction: Aromatic amines: aniline, p-toluidine or their alkyl analogs, are used as accelerators
in radical polymerization reactions as well as in unsaturated polyester resin curing, initiated
by peroxides. One on important accelerator is dipropoxy-p-toluidine. In the products by means of gas
chromatography, detected of four components. This paper is intended to identify the composition of
Materials: The authors used a product with a purity of more than 96 %(m/m), and dichloromethane as
Instrumentation: For analysis using a Bruker 436-GC gas chromatograph, coupled with a Bruker Scion
SQ mass detector, injector, autosampler and two capillary chromatographic columns: wall-coated
open tubular column (Bruker BR-5ms, 25 m x 0.25 mm, df = 0.25 µm), and Varian column packed
with CP-Cyclodextrin-B-2,3,6-M-19 (25 m x 0.25 mm, df = 0.25 μm).
Results and Discussion: Dipropoxy-p-toluidine, obtained was analyzed using a GC-MS technique
with two capillary columns with chiral packing and a standard non-polar phase. After a detailed
analysis of mass spectra, it was found that the test product was a mixture of five isomers, including
optically active ones.
Conclusions: Five out of the seven possible dipropoxy-p-toluidine isomers were found, including a
pair of enantiomers. Three isomers (optically non-active) were assigned an explicit structure. A
mechanism for propylene oxide addition to p-toluidine was proposed. Considering the proposed addition
mechanism, the use of optically pure isomers of propylene oxide, does not lead to the obtaining of
optically active products. The effect is independent of the configuration inversion during the synthesis.