2,6-Dibromoquinonechlorimide
Appearance
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Names | |
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Preferred IUPAC name
2,6-Dibromo-4-(chloroimino)cyclohexa-2,5-dien-1-one | |
Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.881 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C6H2Br2ClNO | |
Molar mass | 299.35 g·mol−1 |
Appearance | yellow powder |
Hazards | |
GHS labelling: | |
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Danger | |
H240, H312, H315, H319, H335 | |
P210, P220, P234, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P332+P313, P337+P313, P362, P363, P370+P378, P370+P380+P375, P403+P233, P403+P235, P405, P411, P420, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2,6-Dibromoquinonechlorimide is used in chemical analysis and chromatography to detect phenolic chemicals. In the presence of phenolic substances it turns indigo in colour. In the presence of aflatoxin it turns green. 2,6-Dibromoquinonechlorimide explodes if heated above 120 °C and decomposes slowly over 60 °C.[1]
2,6-Dibromoquinonechlorimide is used in a buffer solution around pH 9.4. It is very sensitive and can detect down to 0.05 parts per million of phenols. The mechanism is the chlorimide group (=NCl) reaction with the phenol to produce an indophenol, with two rings joined via an =N- link.[2]
References
[edit]- ^ Lewis, Robert A. (2016). Hawley's Condensed Chemical Dictionary. John Wiley & Sons. p. 441. ISBN 978-1-118-13515-0.
- ^ Gibbs, H. D. (1 April 1927). "Phenol Tests. III. The Indophenol Test" (PDF). The Journal of Biological Chemistry. 72: 649–664. doi:10.1016/S0021-9258(18)84338-1. Retrieved 13 January 2020.