2,4-dibromophenol
phenol, 2,4-dibromo-
Identification
| Name | 2,4-dibromophenol |
| CAS Number | 615-58-7 |
| EINECS | 210-436-5 |
| FDA UNII | IA75T5C9TG |
| Molecular Formula | C6 H4 Br2 O |
| Molecular Weight | 251.90508000 |
| MDL Number | MFCD00002149 |
| Nikkaji Number | J60.202G |
| Beilstein | 1861291 |
| XlogP3 | 3.20 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Flash Point | > 230.00 °F. TCC ( > 110.00 °C. ) |
| Soluble in | water, 1900 mg/L @ 15 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 2,4-dibromophenol usage levels up to | not for fragrance use. |
| Recommendation for 2,4-dibromophenol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
phenol, 2,4-dibromo-
PubMed:
Evaluation of the effect of brominated flame retardants on hemoglobin oxidation and hemolysis in human erythrocytes.
PubMed:
Redox and catalytic properties of biochar-coated zero-valent iron for the removal of nitro explosives and halogenated phenols.
PubMed:
Simultaneous determination of haloanisoles and halophenols in water using in situ acylation combined with solid-phase microextraction with gas chromatography and mass spectrometry.
PubMed:
Enzymatic Reductive Dehalogenation Controls the Biosynthesis of Marine Bacterial Pyrroles.
PubMed:
The microbial degradation of 2,4,6-tribromophenol (TBP) in water/sediments interface: Investigating bioaugmentation using Bacillus sp. GZT.
PubMed:
Formation of brominated phenolic contaminants from natural manganese oxides-catalyzed oxidation of phenol in the presence of Br(.).
PubMed:
Determination of urinary bromophenols (BrPs) as potential biomarkers for human exposure to polybrominated diphenyl ethers (PBDEs) using gas chromatography-tandem mass spectrometry (GC-MS/MS).
PubMed:
Enhancing tetrabromobisphenol A biodegradation in river sediment microcosms and understanding the corresponding microbial community.
PubMed:
Urinary bromophenol glucuronide and sulfate conjugates: Potential human exposure molecular markers for polybrominated diphenyl ethers.
PubMed:
Sorption of halogenated phenols and pharmaceuticals to biochar: affecting factors and mechanisms.
PubMed:
Measurement of internal substrate binding in dehaloperoxidase-hemoglobin by competition with the heme-fluoride binding equilibrium.
PubMed:
Distinct photoproducts of hydroxylated polybromodiphenyl ethers from different photodegradation pathways: a case study of 2'-HO-BDE-68.
PubMed:
Production of hydroxylated polybrominated diphenyl ethers from bromophenols by bromoperoxidase-catalyzed dimerization.
PubMed:
Degradation of dibromophenols by UV irradiation.
PubMed:
Bioaccumulation, distribution and metabolism of BDE-153 in the freshwater fish Carassius auratus after dietary exposure.
PubMed:
HPLC-ED of low-molecular weight brominated phenols and tetrabromobisphenol A using pretreated carbon fiber microelectrode.
PubMed:
Removal of priority pollutants from water by means of dielectric barrier discharge atmospheric plasma.
PubMed:
Comparative developmental toxicity of new aromatic halogenated DBPs in a chlorinated saline sewage effluent to the marine polychaete Platynereis dumerilii.
PubMed:
Catalytic degradation of brominated flame retardants by copper oxide nanoparticles.
PubMed:
Rapid and simple method for determination of hexabromocyclododecanes and other LC-MS-MS-amenable brominated flame retardants in fish.
PubMed:
Biotransformation of 2,2',4,4'-tetrabromodiphenyl ether (BDE-47) by human liver microsomes: identification of cytochrome P450 2B6 as the major enzyme involved.
PubMed:
Kinetic bromine isotope effect: example from the microbial debromination of brominated phenols.
PubMed:
New halogenated disinfection byproducts in swimming pool water and their permeability across skin.
PubMed:
Computational toxicological investigation on the mechanism and pathways of xenobiotics metabolized by cytochrome P450: a case of BDE-47.
PubMed:
Decabromobiphenyl, polybrominated diphenyl ethers, and brominated phenolic compounds in serum of cats diagnosed with the endocrine disease feline hyperthyroidism.
PubMed:
Tetradentate vs pentadentate coordination in copper(II) complexes of pyridylbis(aminophenol) ligands depends on nucleophilicity of phenol donors.
PubMed:
The role of black carbon as a catalyst for environmental redox transformation.
PubMed:
Formation of 2'-hydroxy-2,3',4,5'-tetrabromodipheyl ether (2'-HO-BDE68) from 2,4-dibromophenol in aqueous solution under simulated sunlight irradiation.
PubMed:
Mechanism and direct kinetics study on the homogeneous gas-phase formation of PBDD/Fs from 2-BP, 2,4-DBP, and 2,4,6-TBP as precursors.
PubMed:
Alpha-glucosidase inhibitory activity of bromophenol purified from the red alga Polyopes lancifolia.
PubMed:
[Analysis of 2,4-dibromophenol and 2,6-dibromophenol in phenolic-smelling flatfish].
PubMed:
Human liver microsome-mediated metabolism of brominated diphenyl ethers 47, 99, and 153 and identification of their major metabolites.
PubMed:
Distribution and formation of chlorophenols and bromophenols in marine and riverine environments.
PubMed:
Biodegradation of brominated aromatics by cultures and laccase of Trametes versicolor.
PubMed:
Potent alpha-glucosidase inhibitors purified from the red alga Grateloupia elliptica.
PubMed:
Disinfection by-product formation and mutagenic assay caused by preozonation of groundwater containing bromide.
PubMed:
Improved approach for analyzing bromophenols in seafood using stable isotope dilution analysis in combination with SPME.
PubMed:
Baseline isotopic data of polyhalogenated compounds.
PubMed:
Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture.
PubMed:
Decontamination of soil containing POPs by the combined action of solid Fenton-like reagents and microwaves.
PubMed:
Removal of bromophenols from water using industrial wastes as low cost adsorbents.
PubMed:
The marine secondary metabolites 2,4-dibromophenol and 2,4,6-tribromophenol differentially modulate voltage dependent ion currents in neuroendocrine (PC12) cells.
PubMed:
Localization of dibromophenol in DPPC/water liposomes studied by anomalous small-angle X-ray scattering.
PubMed:
Formation of bromochlorodibenzo-p-dioxins and dibenzofurans from the high-temperature oxidation of a mixture of 2-chlorophenol and 2-bromophenol.
PubMed:
Development of a solid-phase microextraction method for the analysis of phenolic flame retardants in water samples.
PubMed:
Brominated indoles and phenols in marine sediment and water extracts from the north and baltic seas-concentrations and effects.
PubMed:
Metabolism and disposition of 2,2',4,4'- tetrabromodiphenyl ether following administration of single or multiple doses to rats and mice.
PubMed:
Formation of bromochlorodibenzo-p-dioxins and furans from the high-temperature pyrolysis of a 2-chlorophenol/2-bromophenol mixture.
PubMed:
Bromophenols, both present in marine organisms and in industrial flame retardants, disturb cellular Ca2+ signaling in neuroendocrine cells (PC12).
PubMed:
Pyrolysis study of halogen-containing aromatics reflecting reactions with polypropylene in a posttreatment decontamination process.
PubMed:
The determination and fate of disinfection by-products from ozonation of polluted raw water.
PubMed:
Mechanisms of dioxin formation from the high-temperature oxidation of 2-bromophenol.
PubMed:
Enhancement of bromophenol levels in aquacultured silver seabream (Sparus sarba).
PubMed:
Water solubility and partitioning behavior of brominated phenols.
PubMed:
Electrochemical hydrodehalogenation of 2,4-dibromophenolin paraffin oil using a solid polymer electrolyte reactor.
PubMed:
Effect of NOM characteristics on brominated organics formation by ozonation.
PubMed:
Evaluation of disinfection by-products formation during ozonation of bromide-containing groundwater.
PubMed:
Seasonal distribution of bromophenols in selected Hong Kong seafood.
PubMed:
Seasonal variations of bromophenols in brown algae (Padina arborescens, Sargassum siliquastrum, and Lobophora variegata) collected in Hong Kong.
PubMed:
Brominated phenols: characterization of estrogen-like activity in the human breast cancer cell-line MCF-7.
PubMed:
Brominated anisoles and cresols in the red alga Polysiphonia sphaerocarpa.
PubMed:
Distribution of bromophenols in species of marine polychaetes and bryozoans from eastern Australia and the role of such animals in the flavor of edible ocean fish and prawns (shrimp).
PubMed:
Purification and Properties of an S-Adenosylmethionine: 2,4-Disubstituted Phenol O-Methyltransferase from Phanerochaete chrysosporium.
PubMed:
The absorption of hydrophobic chemicals across perfused rainbow trout gills: methodological aspects.
PubMed:
Purification and properties of a unique flavin-containing chloroperoxidase from the capitellid polychaete Notomastus lobatus.
PubMed:
[Basic studies on radiopaque monomer. (3) Synthesis of monomers having Di-, tri-bromophenoxy groups, their properties, radiopacity and physical properties of their bulk polymers].
PubMed:
Dehalogenation in marine sediments containing natural sources of halophenols.
PubMed:
[Two sites of ubisemiquinone binding in mitochondrial succinate oxidase].
PubMed:
Inhibition of DNA replication in Escherichia coli by dibromophenol and other uncouplers.
PubMed:
Effect of uncoupler on "downhill" substrate efflux of Escherichia coli is dependent on (Mg2+, Ca2+). Adenosine triphosphatase.
PubMed:
STUDIES ON CELL METABOLISM AND CELL DIVISION : II. STIMULATION OF CELLULAR OXIDATION AND REVERSIBLE INHIBITION OF CELL DIVISION BY DIHALO AND TRIHALOPHENOLS.