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2004
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January
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In the Laboratory
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The Microscale Laboratory
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Microscale Synthesis of 1-Bromo-3-chloro-5-iodobenzene: An Improved Deamination of 4-Bromo-2-chloro-6-iodoaniline
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Michael W. Pelter, Libbie S.W. Pelter, Dusanka Colovic, and Regina Strug
Department of Chemistry and Physics, Purdue University–Calumet, Hammond, IN 46323-2094
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January 2004
Vol. 81 No. 1
p. 111
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| Abstract |
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In this paper, we report the reductive deamination of 4-bromo-2-chloro-6-iodoaniline with isoamyl nitrite in N,N-dimethylformamide. This reaction can be performed successfully in an undergraduate laboratory using microscale techniques. In general, product yields averaged greater than 75%. Overall, we find this procedure to be advantageous to the published methods owing to its requirement of less starting material, higher product yields, and a greatly simplified procedure.
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| Supplement |
A miniscale procedure for use with standard taper glassware (0.5 g), spectral data, CAS Registry Numbers, and additional instructions for instructors are available.
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 Contents |
JCE2004p0111W.doc (Microsoft Word)
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| Download |
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| More Information |
Citation |
Pelter, Michael W.; Pelter, Libbie S.W.; Colovic, Dusanka; Strug, Regina. J. Chem. Educ. 2004 81 111.
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Keywords |
Laboratory Instruction; Microscale; Organic Chemistry; Organic Synthesis
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History |
Created:
Last Updated: |
December 8, 2003
February 18, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2004
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January
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111
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