2-(2,2-Dibromo­ethen­yl)thio­phene (2011)

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Data creators : Carsten Strohmann [1], Laurent Guyard [2] [3], Michael Knorr [2] [3], Prisca Eckert [1], Sébastien Clément [2] [3]
[1] : Technische Universität Dortmund
[2] : Institut UTINAM (UMR 6213) (Université de Franche-Comté)
[3] : Observatoire des Sciences de l'Univers - Terre, Homme, Environnement, Temps, Astronomie (UAR 3245) (Université de Franche-Comté)
Description :
The title compound, C6H4Br2S, represents a versatile building block for the preparation of [pi]-conjugated redox-active thienyl oligomers and metal-mediated cross-coupling reactions. This is due to the presence of an electrochemically active thienyl heterocycle and a reactive dibromo­vinyl substituent, which easily undergoes dehydro­bromination in the presence of n-butyl­lithium to afford 2-ethynyl­thio­phene. In the molecule, the alkenyl unit and the thio­phene ring are almost coplanar with an angle of 3.5 (2)° between the normals of the best planes of the thio­phene ring and the vinyl moiety.
Disciplines :

General metadata

Data acquisition date : from 2008 to 2009
Data acquisition methods :
Language : English (eng)
Formats : chemical/x-cif
Audience : University: master, Research
Publications :
Record created 23 Aug 2016 by Michael Knorr.
Local identifier: FR-18008901306731-2016-08-23-04.

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Université de Bourgogne, Université de Franche-Comté, UTBM, AgroSup Dijon, ENSMM, BSB, Arts des Metiers