Crystal structure of the monoglycidyl ether of isoeugenol - Université de Bourgogne Accéder directement au contenu
Article Dans Une Revue Acta crystallographica Section E : Crystallographic communications [2015-...] Année : 2022

Crystal structure of the monoglycidyl ether of isoeugenol

Résumé

The title compound, C 13 H 16 O 3 [ GE-isoEu ; systematic name: 2-({2-methoxy-4-[( E )-1-propen-1-yl]phenoxy}methyl)oxirane], which crystallizes in the triclinic P \overline{1} space group, was synthesized in one step from iso- eugenol, a bio-based phenylpropanoid, with an excess of epichlorohydrin. Colourless prismatic crystals suitable for X-ray diffraction were obtained from a mixture of ethyl acetate and cyclohexane, during purification by column chromatography on silica gel. GE-isoEu , which corresponds to the trans isomer of the monoglycidyl ether of iso- eugenol, is based on a 1,2,4-trisubstituted benzene ring by diglycidyl ether, methoxy and 1-( E )-propenyl groups, respectively. In the crystal, molecules are organized through offset π -stacking interactions. Chemically, GE-isoEu constitutes an intermediate in the synthesis protocol of 2-[3-methoxy-4-(2-oxiranylmethoxy)phenyl]-3-methyloxirane ( GEEp-isoEu ), a diepoxydized monomer used in the manufacturing of thermosetting resins and intended for the elaboration of bio-composites.

Domaines

Cristallographie
Fichier principal
Vignette du fichier
Acta Cryst. (2022). E78, 1052–1055.pdf (462.38 Ko) Télécharger le fichier
Origine : Fichiers éditeurs autorisés sur une archive ouverte

Dates et versions

hal-03795465 , version 1 (04-10-2022)

Identifiants

Citer

Hélène Cattey, Gilles Boni, Sylvie Pourchet, Laurent Plasseraud. Crystal structure of the monoglycidyl ether of isoeugenol. Acta crystallographica Section E : Crystallographic communications [2015-..], 2022, 78 (10), pp.1052-1055. ⟨10.1107/S2056989022009264⟩. ⟨hal-03795465⟩
22 Consultations
19 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More