Bromination of Thiophene in Micro Reactors

Authors: Lob, Patrick; Hessel, Volker; Klefenz, Heinrich; Lowe, Holger; Mazanek, Kyra

Source: Letters in Organic Chemistry, Volume 2, Number 8, December 2005 , pp. 767-779(13)

Publisher: Bentham Science Publishers

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Abstract:

A solvent-free continuous bromination reaction of thiophene in a micro reactor rig was developed, using pure bromine and aromatic without any catalyst at room temperature processing. This micro-reactor operation led to high selectivities for the bromination of 2,5-dibromo-thiophene (at about complete conversion) and yields up to 86%, which is better than for self-made batch processing (77% yield) and literature data (50% yield). In addition, the reaction time could be reduced from about 2 hours to less than 1 second. Correspondingly, the space-time yields were higher by order of magnitude for the continuous microreactor process as compared to batch operation. The micro reactor allowed a fast parametric study and in this way to reliably find optimal operating conditions with regard to temperature and the bromine-to-thiophene molar ratio. The study was complemented by a comparison of two different micro mixers, a T-junction with minute internals, and batch processing under optimal conditions.

Keywords: Chemical micro process engineering; Micro reactors; Brominations; Thiophene bromination

Document Type: Review article

DOI: http://dx.doi.org/10.2174/157017805774717517

Affiliations: 1: Institut für Mikrotechnik Mainz GmbH, Carl-Zeiss-Str. 18-20, 55129 Mainz, Germany.

Publication date: 2005-12-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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