2-ethylhexyl 2,3,4,5-tetrabromobenzoate

from Wikipedia, the free encyclopedia
Structural formula
Structural formula without stereochemistry
Structure without stereochemistry
General
Surname 2-ethylhexyl 2,3,4,5-tetrabromobenzoate
other names
  • 2-ethylhexyl tetrabromobenzoate
  • ( RS ) -2-ethylhexyl-2,3,4,5-tetrabromobenzoate
  • (±) -2-ethylhexyl-2,3,4,5-tetrabromobenzoate
  • EH-TBB
  • TBB
Molecular formula C 15 H 18 Br 4 O 2
Brief description

light yellow oil

External identifiers / databases
CAS number 183658-27-7
PubChem 71316600
ChemSpider 28419925
Wikidata Q20054520
properties
Molar mass 549.92 g mol −1
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-280-302 + 352-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Ethylhexyl-2,3,4,5-tetrabromobenzoate ( EH-TBB or TBB ) is a flame retardant and is one of the organic - chemical compounds .

properties

Structural formulas of the two enantiomers

EH-TBB is the ester of tetrabromobenzoic acid and ( racemic ) 2-ethylhexanol . The compound is accordingly present as a racemate of two enantiomers .

use

EH-TBB and bis (2-ethylhexyl) tetrabromophthalate (BEH-TEBP) are the two brominated components of the commercial flame retardant mixture Firemaster 550 , which together make up around 50 percent by mass, with a mass ratio of 4: 1. The remaining 50 percent by mass consists of an isopropylated triaryl phosphate and a triphenyl phosphate. Firemaster 550 is used as a flame retardant on plastics such as polyurethane . In electronic waste an average concentration of 4 was in a 2011 study conducted  ppm found what the occurrence of EH-TBB confirmed in electronic devices.

proof

The EU recommends that its member states monitor foodstuffs for traces of EH-TBB and other brominated flame retardants.

Individual evidence

  1. a b Official Journal of the European Union : Commission recommendation of March 3, 2014 on monitoring for traces of brominated flame retardants in food (PDF) , accessed on May 11, 2015.
  2. a b 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).
  3. Entry on 2-Ethylhexyl 2,3,4,5-Tetrabromobenzoate from Toronto Research Chemicals , accessed on May 11, 2015 ( PDF ).
  4. a b Santa Cruz: sc-391826 , accessed May 11, 2015.
  5. HM Stapleton, JG Allen, SM Kelly, A. Konstantinov, S. Klosterhaus, D. Watkins, MD McClean, TF Webster: Alternate and new brominated flame retardants detected in US house dust. In: Environmental Science & Technology . 42 (18), 2008, pp. 6910-6916, PMID 18853808 .
  6. California Environmental Contaminant Biomonitoring Program: Brominated and Chlorinated Organic Chemical Compounds Used As Flame Retardants ( Memento March 4, 2016 in the Internet Archive ), accessed May 11, 2015.
  7. miljodirektoratet.no: New brominated flame retardants in Arctic biotaf , accessed on May 11, 2015.
  8. ^ 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.