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Synthesis and crystal structures of 2-bromo-1,3-di-methyl-imidazolium iodides.

ABSTRACT: Attempts at direct bromination of 1,3-di-methyl-imidazolium salts were futile. The title compounds, 2-bromo-1,3-di-methyl-imidazolium iodide chloro-form 0.33-solvate, C₅H₈BrN₂⁺·I^-·0.33CHCl₃, 2-bromo-1,3-di-methyl-imidazolium iodide di-chloro-methane hemisolvate, C₅H₈BrN₂⁺·I^-·0.5CH₂Cl₂, and 2-bromo-1,3-di-methyl-imidazolium iodide hemi(diiodide), C₅H₈BrN₂⁺·I^-·0.5I₂, were obtained by methyl-ation of 2-bromo-1-methyl-imidazole. They crystallized as CHCl₃, CH₂Cl₂ or I₂ solvates/adducts. The Br atom acts as a σ-hole to accept short C-Br⋯I inter-actions. C-H⋯I hydrogen bonds are observed in each structure.

SUBMITTER: Lampl M

PROVIDER: S-EPMC5946976 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Synthesis and crystal structures of 2-bromo-1,3-di-methyl-imidazolium iodides.

Lampl Martin M Laus Gerhard G Kahlenberg Volker V Wurst Klaus K Huppertz Hubert H Schottenberger Herwig H

Acta crystallographica. Section E, Crystallographic communications 20180309 Pt 4

Attempts at direct bromination of 1,3-di-methyl-imidazolium salts were futile. The title compounds, 2-bromo-1,3-di-methyl-imidazolium iodide chloro-form 0.33-solvate, C5H8BrN2+·I-·0.33CHCl3, 2-bromo-1,3-di-methyl-imidazolium iodide di-chloro-methane hemisolvate, C5H8BrN2+·I-·0.5CH2Cl2, and 2-bromo-1,3-di-methyl-imidazolium iodide hemi(diiodide), C5</ ...[more]

PMID: 29765754

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