52434-90-9

Basic information

• Product Name: Hexahydro-1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6-trione
• Synonyms: 3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(2,3-dibromopropyl)-1;5-triazine-2,4,6(1h,3h,5h)-trione,1,3,5-tris(2,3-dibromopropyl)-3;TRIS(2,3-DIBROMOPROPYL) ISOCYANURATE;ISOCYANURIC ACID TRIS(2,3-DIBROMOPROPYL) ESTER;HEXAHYDRO-1,3,5-TRIS(2,3-DIBROMOPROPYL)-1,3,5-TRIAZINE-2,4,6-TRIONE;1,3,5-tris(2,3-dibromoisopropyl) isocyanurate;1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;TRIS(2,3-DIBROMOPROPYL) ISOCYANURATE, 97 %
• CAS NO: 52434-90-9
• Molecular Formula: C₁₂H₁₅Br₆N₃O₃
• Molecular Weight: 728.69
• EINECS: 257-913-4
• Product Categories: Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Triazines
• Mol File: 52434-90-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 618.8 °C at 760 mmHg
• Flash Point: 328 °C
• Appearance: White powder
• Density: 2.338 g/cm³
• Vapor Pressure: 3.07E-15mmHg at 25°C
• Refractive Index: 1.645
• Solubility: Soluble in chloroform.
• PKA: -2.72±0.20(Predicted)
• Water Solubility: 5.07mg/L at 20℃
• CAS DataBase Reference: Hexahydro-1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6-trione(CAS DataBase Reference)
• NIST Chemistry Reference: Hexahydro-1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6-trione(52434-90-9)
• EPA Substance Registry System: Hexahydro-1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazine-2,4,6-trione(52434-90-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• Hazardous Substances Data: 52434-90-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 52434-90-9 differently. You can refer to the following data:
1. tris(2,3-dibromopropyl) isocyanurate,TBC, is a new, efficient, and additive brominated flame retardants, flame retardant effect, low volatility, good compatibility, durable, light, water and non-toxic properties.
2. 1,3,5-Tris(2,3-dibromopropyl) Isocyanurate is a flame retardant that has applications in assessing potential bioaccumulation and impact on endocrine activity. It has been employed in flow-cytometric proliferation assay to determine potential estrogen-disruptive effects of flame retardants in MCF-7 cells.

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.

InChI:InChI=1/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

Synthetic route

triallyl isocyanurate (1025-15-6) → 1,3,5-tris(β,γ-dibromopropyl)-2,4,6-trioxo-1,3,5-triazine (52434-90-9)

Conditions	Yield
With tetraethylammonium bromide; bromine In dichloromethane at 60℃; for 20h; Reagent/catalyst; Solvent; Temperature;	99.5%

1,3,5-tris(β,γ-dibromopropyl)-2,4,6-trioxo-1,3,5-triazine (52434-90-9) + vanadocene → bis(η5-cyclopentadienyl)vanadium(IV) dibromide

Conditions	Yield
In toluene byproducts: trially isocyanurate; V-compd. to triazine 3:1, evacuated ampule, keeping at room temperature (50-100 h) or at 120 to 130°C (15-20 h); vacuum filtration; elem. anal., ESR;	80%

1,3,5-tris(β,γ-dibromopropyl)-2,4,6-trioxo-1,3,5-triazine (52434-90-9) + vanadocene → vanadocene monobromide

Conditions	Yield
In toluene byproducts: triallyl isocyanurate; V-compd. to triazine 6:1, evacuated ampule, keeping at room temperature (50-100 h) or at 120 to 130°C (15-20 h); vacuum filtration; elem. anal., ESR;	60%

Upstream product

• 1025-15-6 triallyl isocyanurate 

Relevant articles and documents

Synthesis method of thermal-stability TBC fire retardant

The invention relates to a synthesis method of a thermal-stability TBC fire retardant. The technical problem that a TBC fire retardant synthesized in the prior art is high in bromine impurity content,prone to corrosion, color changing, electrical property degradation and the like during processing, poor in thermal stability, complicated in product postprocessing method and not convenient to use is solved. The method includes the following steps of firstly, adding triallyl isocyanurate and an organic solvent to a reaction still to prepare a TAIC organic solvent reaction system, adding the organic solvent and quaternary ammonium salt to a reactor, and dropwise adding bromine Br2 to prepare a brominating agent; secondly, dropwise adding the brominating agent prepared in the first step into the TAIC organic solvent reaction system, and keeping the temperature until the reaction is completed; thirdly, conducting washing, standing and liquid separating to obtain an organic layer; fourthly,adding a seed crystal into a solvent separating kettle, and conducting suction filtration and drying under the vacuum condition of 60-65 DEG C to obtain the TBC fire retardant product. The method is widely applied in the technical field of fire retardant synthesis.