Bromophloroglucine

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Structural formula
Structural formula of bromophloroglucine
General
Surname Bromophloroglucine
other names
  • 2-bromobenzene-1,3,5-triol
  • 2-bromo-1,3,5-trihydroxybenzene
Molecular formula C 6 H 5 BrO 3
External identifiers / databases
CAS number 84743-77-1
Wikidata Q926872
properties
Molar mass 205.0 g mol −1
Physical state

firmly

Melting point

162.5-163.5 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bromophloroglucine is an aromatic chemical compound that belongs to the group of phenols . It was isolated from an alga , Rhabdonia verticillata .

presentation

Bromophloroglucine can be prepared from 2,4,6-trihydroxybenzoic acid by bromination and subsequent decarboxylation .

Production of bromophloroglucine

The production from phloroglucinol with tribromophloroglucinol as an intermediate product gives dibromophloroglucinol as a by-product (melting point at 170.8 ° C), which is difficult to separate from monobromophloroglucinol .

Production of bromophloroglucine via tribromophloroglucine as a by-product

proof

For analytical proof, bromophloroglucine trimethyl ether (CAS No. 1131-40-4) can be produced by methylation , the melting point of which is 99 ° C.

Individual evidence

  1. ↑ a b c E. Kiehlmann, RW Lauener: Bromophloroglucinols and their methyl ethers . In: Canadian Journal of Chemistry . 67, 1989, pp. 335-344, doi : 10.1139 / v89-055 .
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ↑ Maria Kladi, Constantinos Vagias, Vassilios Roussis: Volatile halogenated metabolites from marine red algae . In: Phytochemistry Reviews . 3, No. 3, April 20, 2005, pp. 337-366. doi : 10.1007 / s11101-004-4155-9 .
  4. ^ A b J. Buckingham: Dictionary of Organic Compounds. CRC Press, ISBN 978-0-412-54090-5 , p. 933 ( limited preview in Google book search).
  5. ↑ Binoy K. Saha, Ashwini Nangia: First Example of an ice-like water hexamer boat tape structure in a supramolecular organic host. In: Chemical Communications. 2006, p. 1825, doi: 10.1039 / B600348F .