Bis (2-ethylhexyl) tetrabromophthalate
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Structural formula without stereochemistry | |||||||||||||||||||
General | |||||||||||||||||||
Surname | Bis (2-ethylhexyl) tetrabromophthalate | ||||||||||||||||||
other names |
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Molecular formula | C 24 H 34 Br 4 O 4 | ||||||||||||||||||
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properties | |||||||||||||||||||
Molar mass | 706.14 g mol −1 | ||||||||||||||||||
safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Bis (2-ethylhexyl) tetrabromophthalate ( BEH-TEBP or TBPH ) is a mixture of three isomeric organic-chemical compounds with the empirical formula C 24 H 34 Br 4 O 4 , which is used as a flame retardant . It is the diester of tetrabromophthalic acid and ( racemic ) 2-ethylhexanol .
properties
The bromine-free variant of BEH-TEBP is known as bis (2-ethylhexyl) phthalate or diethylhexyl phthalate (DEHP). Just like this, BEH-TEBP also has two stereocenters .
use
BEH-TEBP and 2-ethylhexyl-2,3,4,5-tetrabromobenzoate (EH-TBB) 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 1: 4. 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 BEH-TEBP and other brominated flame retardants.
safety instructions
In 2015, bis (2-ethylhexyl) tetrabromophthalate was included in the EU's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of bis (2-ethylhexyl) tetrabromophthalate were concerns about environmental exposure , other hazard- related concerns and widespread use as well as the dangers arising from a possible assignment to the group of PBT / vPvB substances and as a potential endocrine disruptor . The re-evaluation has been running since 2019 and is carried out by Sweden .
Individual evidence
- ↑ 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.
- ↑ 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).
- ↑ a b sc-391703
- ↑ 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 .
- ↑ California Environmental Contaminant Biomonitoring Program: Brominated and Chlorinated Organic Chemical Compounds Used As Flame Retardants , accessed December 27, 2019.
- ↑ miljodirektoratet.no: New brominated flame retardants in Arctic biotaf , accessed on May 11, 2015.
- ^ 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.
- ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Bis (2-ethylhexyl) tetrabromophthalate , accessed on March 26, 2019.