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Microwave-enhanced bromination of a terminal alkyne in short time at ambient temperature: Synthesis of phenylacetylene bromide

Paper ID Volume ID Publish Year Pages File Format Full-Text
29288 44143 2007 6 PDF Available
Title
Microwave-enhanced bromination of a terminal alkyne in short time at ambient temperature: Synthesis of phenylacetylene bromide
Abstract

The microwave-enhanced synthesis of phenylacetylene bromide (bromoethynylbenzene) from phenylacetylene and N-bromosuccinimide (NBS) in the presence of AgNO3 was examined under non-thermal conditions in bulk solution with a microwave reactor coupled to a refrigeration unit. Generation of by-products from the thermal-induced synthesis of phenylacetylene bromide was suppressed under microwave (MW) irradiation when the temperature was maintained at near-ambient conditions. In the absence of MW radiation, formation of phenylacetylene bromide was an inefficient process under ambient conditions alone. Product yields were as low as 12% after 15 min under microwave irradiation at 157 °C (superheating of solvent DMF) and as high as 62% when temperature was maintained at ca. 18 °C under microwave radiation, compared to 14% under ambient conditions (no microwaves) for the same reaction time.

Keywords
Terminal alkyne; Phenylacetylene bromide; Microwave-assisted synthesis; Microwave reactor; Enhanced microwave synthesis
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 189, Issues 2–3, 25 June 2007, Pages 374–379
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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