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2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester (CAS 183658-27-7)

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Alternate Names:
2-Ethylhexyl 2,3,4,5-Tetrabromobenzoate; TBB
Application:
2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester is a new brominated flame retardant
CAS Number:
183658-27-7
Molecular Weight:
549.92
Molecular Formula:
C15H18Br4O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester is a compound primarily of interest in the field of polymer science and materials chemistry. It serves as a source of bromine atoms for the synthesis of flame retardants, which are incorporated into polymers to enhance their fire-resistant properties. The ester functional group allows this compound to blend well into various polymer matrices, which is essential for the homogeneous distribution of flame-retardant components. In addition to its applications in materials science, 2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester is also used in analytical studies that require a compound with a high number of bromine atoms, which are easily detectable by techniques such as NMR (nuclear magnetic resonance) and X-ray crystallography. Furthermore, the compound′s utility in the study of bromine-related organic synthesis reactions is notable, as it can act as a precursor for the preparation of other brominated organic molecules that are of interest in various branches of chemical research.


2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester (CAS 183658-27-7) References

  1. 2-Ethylhexyl tetrabromobenzoate and bis(2-ethylhexyl) tetrabromophthalate flame retardants in the Great Lakes atmosphere.  |  Ma, Y., et al. 2012. Environ Sci Technol. 46: 204-8. PMID: 22128844
  2. Measurement of flame retardants and triclosan in municipal sewage sludge and biosolids.  |  Davis, EF., et al. 2012. Environ Int. 40: 1-7. PMID: 22280921
  3. In vitro metabolism of the brominated flame retardants 2-ethylhexyl-2,3,4,5-tetrabromobenzoate (TBB) and bis(2-ethylhexyl) 2,3,4,5-tetrabromophthalate (TBPH) in human and rat tissues.  |  Roberts, SC., et al. 2012. Chem Res Toxicol. 25: 1435-41. PMID: 22575079
  4. Metabolites of organophosphate flame retardants and 2-ethylhexyl tetrabromobenzoate in urine from paired mothers and toddlers.  |  Butt, CM., et al. 2014. Environ Sci Technol. 48: 10432-8. PMID: 25090580
  5. Novel brominated flame retardants and dechlorane plus in Greenland air and biota.  |  Vorkamp, K., et al. 2015. Environ Pollut. 196: 284-91. PMID: 25463724
  6. Disposition of the Emerging Brominated Flame Retardant, 2-Ethylhexyl 2,3,4,5-Tetrabromobenzoate, in Female SD Rats and Male B6C3F1 Mice: Effects of Dose, Route, and Repeated Administration.  |  Knudsen, GA., et al. 2016. Toxicol Sci. 154: 392-402. PMID: 27613714
  7. Estimation of human percutaneous bioavailability for two novel brominated flame retardants, 2-ethylhexyl 2,3,4,5-tetrabromobenzoate (EH-TBB) and bis(2-ethylhexyl) tetrabromophthalate (BEH-TEBP).  |  Knudsen, GA., et al. 2016. Toxicol Appl Pharmacol. 311: 117-127. PMID: 27732871
  8. Effects of food-borne exposure of juvenile rainbow trout (Oncorhynchus mykiss) to emerging brominated flame retardants 1,2-bis(2,4,6-tribromophenoxy)ethane and 2-ethylhexyl-2,3,4,5-tetrabromobenzoate.  |  Giraudo, M., et al. 2017. Aquat Toxicol. 186: 40-49. PMID: 28249227
  9. Risk assessment and Biomonitoring Equivalent for 2-ethylhexyl-2,3,4,5 tetrabromobenzoate (TBB) and tetrabromobenzoic acid (TBBA).  |  Hays, SM. and Kirman, CR. 2017. Regul Toxicol Pharmacol. 89: 186-192. PMID: 28751265
  10. Regulated and Unregulated Halogenated Flame Retardants in Peregrine Falcon Eggs from Greenland.  |  Vorkamp, K., et al. 2018. Environ Sci Technol. 52: 474-483. PMID: 29192494
  11. Sex-specific responses in neuroanatomy of hatchling American kestrels in response to embryonic exposure to the flame retardants bis(2-ethylhexyl)-2,3,4,5-tetrabromophthalate and 2-ethylhexyl-2,3,4,5-tetrabromobenzoate.  |  Guigueno, MF., et al. 2018. Environ Toxicol Chem. 37: 3032-3040. PMID: 30035332
  12. Effects of novel brominated flame retardants and metabolites on cytotoxicity in human umbilical vein endothelial cells.  |  Chen, Y., et al. 2020. Chemosphere. 253: 126653. PMID: 32302898
  13. Emerging Brominated Flame Retardants 2-Ethylhexyl-2,3,4,5-tetrabromobenzoate (EHTBB) and Bis(2-ethylhexyl)-tetrabromophthalate (BEH-TEBP) in Chinese Food and Their Health Implications.  |  Niu, Y., et al. 2021. J Agric Food Chem. 69: 8546-8554. PMID: 34292724
  14. Brominated flame retardants effect in MCF-7 cells: Impact on vitamin D pathway.  |  Sousa, S., et al. 2022. J Steroid Biochem Mol Biol. 219: 106079. PMID: 35143981
  15. Scientific opinion on emerging and novel brominated flame retardants (BFRs) in food  |  Panel members: Diane Benford, Sandra Ceccatelli, Bruce Cottrill, Michael DiNovi, Eugenia Dogliotti, Lutz Edler, Peter Farmer, Peter Fürst, Laurentius (Ron) Hoogenboom, Helle Katrine Knutsen, Anne-Katrine Lundebye Haldorsen, Manfred Metzler, Carlo Stefano Nebbia, Michael O'Keeffe, Ivonne Rietjens, Dieter Schrenk, Vittorio Silano, Hendrik van Loveren, Christiane Vleminckx, and Pieter Wester. 2012. EFSA Journal. 10: 2908.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3,4,5-Tetrabromobenzoic Acid 2-Ethylhexyl Ester, 100 mg

sc-391826
100 mg
$380.00