Pentabromethylbenzene

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Structural formula
Structural formula of 2,3,4,5,6-pentabromoethylbenzene
General
Surname Pentabromethylbenzene
other names
  • 1,2,3,4,5-pentabromo-6-ethylbenzene
  • 2,3,4,5,6-pentabromethylbenzene
  • Pentabromethylbenzene
  • PBEB
Molecular formula C 8 H 5 Br 5
Brief description

white solid

External identifiers / databases
CAS number 85-22-3
EC number 201-593-0
ECHA InfoCard 100.001.448
PubChem 6800
Wikidata Q3899218
properties
Molar mass 500.65 g mol −1
Physical state

firmly

Melting point

135-139 ° C

boiling point

210 ° C (decomposition)

solubility

practically insoluble in water

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
Toxicological data

> 8000 mg kg −1 ( LD 50 ,  rabbit ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pentabromethylbenzene - also known as 1,2,3,4,5-pentabromo-6-ethylbenzene or 2,3,4,5,6-pentabromethylbenzene - is an organic chemical compound .

Extraction and presentation

Pentabromethylbenzene is a derivative of ethylbenzene and can be synthesized from this by bromination in the presence of aluminum bromide or iron as a Friedel-Crafts catalyst .

properties

The compound is a white solid that decomposes above 210 ° C. Due to the substitution with five bromine atoms, pentabromethylbenzene has a significantly lower volatility than ethylbenzene.

There is an isomer of pentabromethylbenzene in which the alkyl chain is perbrominated instead of the aromatic .

use

Pentabromethylbenzene is used as a flame retardant . In electronic waste an average concentration of 4 was in a 2011 study conducted  ppm found what the presence of PBEB confirmed in electronic devices.

See also

Individual evidence

  1. ↑ Åke Bergman , Andreas Rydén, Robin J. Law, Jacob de Boer, Adrian Covaci, Mehran Alaee, Linda Birnbaum, Myrto Petreas, Martin Rose, Shinichi Sakai, Nele Van den Eede, Ike van der Veen: A novel abbreviation standard for organobromine , organochlorine and organophosphorus flame retardants and some characteristics of the chemicals . In: Environment International . tape 49 , 2012, p. 57–82 , doi : 10.1016 / j.envint.2012.08.003 , PMC 3483428 (free full text).
  2. ↑ a b c d e f g Entry for CAS no. 85-22-3 in the GESTIS substance database of the IFA , accessed on June 2, 2015(JavaScript required) .
  3. ↑ a b H. Panda: The Complete Book on Textile Processing and Silk Reeling Technology . ASIA PACIFIC BUSINESS PRESS Inc., 2010, ISBN 978-81-7833-135-5 , pp. 360 ( limited preview in Google Book Search).
  4. ^ Entry on pentabromethylbenzene in the ChemSpider database of the Royal Society of Chemistry , accessed on June 2, 2015.
  5. ^ Gustavson, in Bulletin de la Societe Chimique de France (2) 30 (1878) 22.
  6. ↑ Pajeau, MR: Preparations et specters Raman de derives benzeniques bromes in Comptes Rendus Hebdomadaires des Seances de l'Academie des Science 212 (1941) 487-492, full text .
  7. ↑ Hennion, GF; Anderson, JG: The Polybromination of Alkylbenzenes , in J. Am. Chem. Soc. 68 (1946) 424-426, doi : 10.1021 / ja01207a023 .
  8. ^ Entry on pentabromoethylbenzene in the ChemSpider database of the Royal Society of Chemistry , accessed on June 2, 2015.
  9. ↑ Teresa Vicent, Glòria Caminal, Ethel Eljarrat, Damià Barceló: Emerging Organic Contaminants in sludges Analysis, Fate and Biological Treatment . Springer, 2013, ISBN 978-3-642-35609-4 , pp. 38 ( limited preview in Google Book search).
  10. ^ Ruedi Taverna, Rolf Gloor, Urs Maier, Markus Zennegg, Renato Figi, Edy Birchler: Material flows in Swiss electronic waste . Metals, non-metals, flame retardants and polychlorinated biphenyls in small electrical and electronic devices . Federal Office for the Environment , Bern 2017. Environmental status No. 1717: 164 p.