A structural study of 2,4-di-methyl-aniline derivatives.

ABSTRACT: Crystallographic studies of nitro-gen-containing small mol-ecules aid in the elucidation of their structure-activity relationships and modes of aggregation. In this study, two previously synthesized mol-ecules are crystallographically characterized for the first time. Reaction of 2,4-di-methyl-aniline with N-bromo-succinimide affords the ortho-brominated derivative 2-bromo-4,6-di-methyl-aniline (1; C8H10BrN), which sublimates in vacuo to afford crystals featuring hydrogen-bonded chains as well as Type I halogen-halogen inter-actions. Conversely, alkyl-ation of two equivalents of 2,4-di-methyl-aniline with 1,2-di-bromo-ethane affords a separable mixture of N,N'-bis-(2,4-di-methyl-phen-yl)piperazine (2; C20H26N2), which was crystallographically characterized, as well as N,N'-bis-(2,4-di-methyl-phen-yl)ethyl-enedi-amine (3).

SUBMITTER: Penner SC 

PROVIDER: S-EPMC6127724 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature