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Sigma-Aldrich

Tris(2,3-dibromopropyl) isocyanurate

97%

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Synonym(s):
Hexahydro-1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6-trione
Empirical Formula (Hill Notation):
C12H15Br6N3O3
CAS Number:
52434-90-9
Molecular Weight:
728.69
EC Number:
257-913-4
MDL number:
MFCD00010290
UNSPSC Code:
12352100
PubChem Substance ID:
24856185

Assay

97%

solubility

chloroform: soluble 25 mg/mL, clear, colorless to yellow

SMILES string

BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O

InChI

1S/C12H15Br6N3O3/c13-1-7(16)4-19-10(22)20(5-8(17)2-14)12(24)21(11(19)23)6-9(18)3-15/h7-9H,1-6H2

InChI key

NZUPFZNVGSWLQC-UHFFFAOYSA-N

General description

Tris(2,3-dibromopropyl) isocyanurate is a non degradable heterocyclic hexabrominated flame retardant. It inhibited the expression of psaA and psbC that led to the decrease of Nannochloropsis sp.′s growth biomass.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Peng Zhao et al.
The Analyst, 136(9), 1952-1956 (2011-03-05)
Tris(2,3-dibromopropyl) isocyanurate (TBC) is a heterocyclic hexabrominated flame retardant, which cannot be degraded even over a long time and may be a potential environmental pollutant. In this paper, TBC is for the first time as far as we know determined
Ling Wang et al.
Gene, 540(1), 68-70 (2014-03-01)
The proteins encoded by psaA and psaB form a heterodimer, an essential compound of photosystem; while the protein encoded by psbC binds with chlorophyll a in photosystem II, serving as antennae in photosystem. Here we report that a heterocyclic brominated
Ting Ruan et al.
Environmental science & technology, 43(9), 3080-3086 (2009-06-19)
A brominated flame retardant (BFR), hexabrominated heterocyclic tris-(2,3-dibromopropyl) isocyanurate (TBC), was identified,forthe first time, in the natural environment.The chemical was found in river water (2.33-163 ng/L), surface sediments (85.0 ng/g-6.03 microg/g dry weight (dw)), soils (19.6-672 ng/g dw), earthworm (9.75-78.8
Nali Zhu et al.
Environmental science & technology, 46(13), 7174-7181 (2012-06-06)
A novel brominated flame retardant (BFR), tris(2,3-dibromopropyl) isocyanurate (TBC), as well as hexabromocyclododecanes (HBCDs) and polybrominated diphenyl ethers (PBDEs), were analyzed in 11 species of mollusks collected from nine coastal cities around the Chinese Bohai Sea in 2009 and 2010.
Jiayong Feng et al.
Talanta, 82(5), 1929-1934 (2010-09-30)
Hexabromocyclododecanes (HBCDs) and tris (2,3-dibromopropyl) isocyanurate (TBC) are both brominated flame retardants, and have been used throughout the world with subsequent concern for potential environment pollution. Here we describe the development of a method for the simultaneous determination of TBC
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