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1,3,5-Tribromobenzene

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CAS:626-39-1
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  • CAS:626-39-1
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1,3,5-Tribromobenzene Basic information
Product Name:1,3,5-Tribromobenzene
Synonyms:Benzene,1,3,5-tribromo-;I,3,5-TribrombenzolC&W%16;Tribromobenzene,98%;1,3,5-TRIBROMOBENZENE OEKANAL, 250 MG;1,3,5-Tribromobenzene,98+%;5-TribroMobenzene;1,3,5-tribroMophenyl;1,3,5-TribroMobenzene, 98% 100GR
CAS:626-39-1
MF:C6H3Br3
MW:314.8
EINECS:210-947-3
Product Categories:Aryl;Halogenated Hydrocarbons;Aromatic Hydrocarbons (substituted) & Derivatives;Organics;Benzene derivates;bc0001;C6;626-39-1
Mol File:626-39-1.mol
1,3,5-Tribromobenzene Structure
1,3,5-Tribromobenzene Chemical Properties
Melting point 117-121 °C (lit.)
Boiling point 271 °C (lit.)
density 2.3515 (estimate)
refractive index 1.6340 (estimate)
Fp 271°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in benzene, chloroform, and ether (Weast, 1986)
form Powder
color Almost white to orange-brown
Water Solubility Soluble in hot ethanol and acetic acid. Insoluble in water.
BRN 1858917
Henry's Law Constant1.3×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
InChI1S/C6H3Br3/c7-4-1-5(8)3-6(9)2-4/h1-3H
InChIKeyYWDUZLFWHVQCHY-UHFFFAOYSA-N
SMILESBrc1cc(Br)cc(Br)c1
CAS DataBase Reference626-39-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,3,5-tribromo-(626-39-1)
EPA Substance Registry System1,3,5-Tribromobenzene (626-39-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-53
Safety Statements 22-24/25-37/39-26
WGK Germany 3
RTECS DC1957200
TSCA TSCA listed
HS Code 29036990
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 4
MSDS Information
ProviderLanguage
Tribromobenzene English
SigmaAldrich English
ACROS English
ALFA English
1,3,5-Tribromobenzene Usage And Synthesis
Chemical PropertiesLump powder; Vapour pressure of 1,3,5-tribromobenzene between 295 and 389 K (solid) and 397 and 410 K (liquid). The enthalpies of sublimation and vaporisation were derived from the relationship between vapour pressure and temperature: ΔH°SUB(334.78 K) = 83.54 ± 2 kJ/mol and ΔH°vap(403.23 K) = 58.68 ± 1.5 kJ/mol.
UsesIntermediate in drug manufacturing; organic synthesis; internal standard in analysis of aqueous samples.
Uses1,3,5-Tribromobenzene, is a reagent that can be used in the preparation of different inhibitors. It is also a substituted Bromobenzene, a general reagent in palladium-catalyzed reactions and in the synthesis of Grignard reagents.
General Description
  • 1,3,5-Tribromobenzene(TBB) acts as internal standard during derivatization step in determination of cyanide in human plasma and urine by gas chromatography-mass spectrometry.
  • TBB forms molecular complexes of 1:2 stoichiometry with [60]-and [70] fullerenes.
  • TBB reacts with perfluoroalkenylzinc reagent in the presence of Pd(Ph3)4 catalyst to yield a novel trifunctional monomer 1,3,5-tris(α, β, β-trifluorovinyl)benzene.
Synthesis

Pour 10 mol of benzene into a 500 ml three-necked bottle, add 200 ml of trichloromethane and 0.4 g of iron powder, stirring to dissolve, ice bath until the system is about 0 , protected from light, slowly add 35 mol of liquid bromine and 80 ml of trichloromethane mixture, the reaction is at room temperature for 10 hours, a large number of yellow-brown solid precipitation. At the end of the reaction, saturated aqueous sodium bisulfite was added to remove excess unreacted bromine. The crude product was washed twice with saturated aqueous sodium bisulfite solution, dried, and purified by recrystallization to obtain a light yellow-brown powder.

Environmental fatePhotolytic. Peijnenburg et al. (1992) investigated the photodegradation of a variety of substituted aromatic halides using a Rayonet RPR-208 photoreactor equipped with 8 RUL 3,000- lamps (250–350 nm). The reaction of 1,3,5-tribromobenzene (initial concentration 10-5 M) was conducted in distilled water and maintained at 20 °C. Though no products were identified, the investigators reported photohydrolysis was the dominant transformation process. The measured pseudo-first-order reaction rate constant and corresponding half-life were 0.005/min and 140.5 min., respectively.
Chemical/Physical. 1,3,5-Tribromobenzene will not hydrolyze to any reasonable extent.
Purification MethodsCrystallise it from glacial acetic acid/water (4:1), then wash with chilled EtOH and dry in air. [Beilstein 5 H 213, 5 IV 685.]
Tag:1,3,5-Tribromobenzene(626-39-1) Related Product Information
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