2,6-dibromophenol

phenol, 2,6-dibromo-

CAS: 608-33-3 C6 H4 Br2 O MW: 251.90508000

Identification

Name2,6-dibromophenol
IUPAC2,6-dibromophenol
CAS Number608-33-3
EINECS210-161-0
FDA UNII27MIP05EAV
Molecular FormulaC6 H4 Br2 O
Molecular Weight251.90508000
MDL NumberMFCD00002152
Nikkaji NumberJ28.698B
Beilstein2043614
XlogP33.40 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 118.6 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 2,6-dibromophenol usage levels up tonot for fragrance use.
Recommendation for 2,6-dibromophenol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

phenol, 2,6-dibromo- PubMed: Novel reductive dehalogenases from the marine sponge associated bacterium Desulfoluna spongiiphila. PubMed: Gas Purge Microextraction Coupled with Stable Isotope Labeling-Liquid Chromatography/Mass Spectrometry for the Analysis of Bromophenols in Aquatic Products. PubMed: The microbial degradation of 2,4,6-tribromophenol (TBP) in water/sediments interface: Investigating bioaugmentation using Bacillus sp. GZT. PubMed: Transformation of Flame Retardant Tetrabromobisphenol A by Aqueous Chlorine and the Effect of Humic Acid. PubMed: Mechanistic and kinetic investigation on OH-initiated oxidation of tetrabromobisphenol A. PubMed: Synthesis of Enantioenriched Indolines by a Conjugate Addition/Asymmetric Protonation/Aza-Prins Cascade Reaction. PubMed: Monohydroxylated Polybrominated Diphenyl Ethers (OH-PBDEs) and Dihydroxylated Polybrominated Biphenyls (Di-OH-PBBs): Novel Photoproducts of 2,6-Dibromophenol. PubMed: Photolysis Kinetics, Mechanisms, and Pathways of Tetrabromobisphenol A in Water under Simulated Solar Light Irradiation. PubMed: Photochemical transformation of tetrabromobisphenol A under simulated sunlight irradiation: Kinetics, mechanism and influencing factors. PubMed: Reductive dehalogenase structure suggests a mechanism for B12-dependent dehalogenation. PubMed: Degradation of dibromophenols by UV irradiation. PubMed: Formation of brominated pollutants during the pyrolysis and combustion of tetrabromobisphenol A at different temperatures. PubMed: HPLC-ED of low-molecular weight brominated phenols and tetrabromobisphenol A using pretreated carbon fiber microelectrode. PubMed: Quantification of bromophenols in Islay whiskies. PubMed: Oxidation of flame retardant tetrabromobisphenol a by aqueous permanganate: reaction kinetics, brominated products, and pathways. PubMed: Comparative developmental toxicity of new aromatic halogenated DBPs in a chlorinated saline sewage effluent to the marine polychaete Platynereis dumerilii. PubMed: Synthesis of 3-farnesyl salicylic acid, a novel antimicrobial from Piper multiplinervium. PubMed: In search of catalytic antioxidants--(alkyltelluro)phenols, (alkyltelluro)resorcinols, and bis(alkyltelluro)phenols. PubMed: Substrate specificity of Sphingobium chlorophenolicum 2,6-dichlorohydroquinone 1,2-dioxygenase. PubMed: Hydrogen bonding effects on the wavenumbers and absorption intensities of the OH fundamental and the first, second, and third overtones of phenol and 2,6-dihalogenated phenols studied by visible/near-infrared/infrared spectroscopy. PubMed: Oxidative degradation of 2,6-dibromophenol using anion-exchange resin supported supramolecular catalysts of iron(III)-5,10,15,20-tetrakis (p-hydroxyphenyl)porphyrin bound to humic acid prepared via formaldehyde and urea-formaldehyde polycondensation. PubMed: Pattern of oxidation products derived from tetrabromobisphenol A in a catalytic system comprised of iron(III)-tetrakis(p-sulfophenyl)porphyrin, KHSO5 and humic acids. PubMed: [Analysis of 2,4-dibromophenol and 2,6-dibromophenol in phenolic-smelling flatfish]. PubMed: Biodegradation of brominated aromatics by cultures and laccase of Trametes versicolor. PubMed: Determination of simple bromophenols in marine fishes by reverse-phase high performance liquid chromatography (RP-HPLC). PubMed: Methods for the determination of phenolic brominated flame retardants, and by-products, formulation intermediates and decomposition products of brominated flame retardants in water. PubMed: Improved approach for analyzing bromophenols in seafood using stable isotope dilution analysis in combination with SPME. PubMed: Microbial O-methylation of the flame retardant tetrabromobisphenol-A. PubMed: Photodegradation of bisphenol A and related compounds under natural-like conditions in the presence of riboflavin: kinetics, mechanism and photoproducts. PubMed: Biodegradation of 2,4,6-tribromophenol by Ochrobactrum sp. strain TB01. PubMed: Enzymatic removal of off-flavors from apple juice. PubMed: Growth behavior of off-flavor-forming microorganisms in apple juice. PubMed: Unrevealed structural requirements for auxin-like molecules by theoretical and experimental evidences. PubMed: Odor thresholds of microbially induced off-flavor compounds in apple juice. PubMed: Use of laccase as a novel, versatile reporter system in filamentous fungi. PubMed: Formation of bromochlorodibenzo-p-dioxins and dibenzofurans from the high-temperature oxidation of a mixture of 2-chlorophenol and 2-bromophenol. PubMed: Surface-mediated formation of PBDD/Fs from the high-temperature oxidation of 2-bromophenol on a CuO/silica surface. PubMed: Bromophenols, both present in marine organisms and in industrial flame retardants, disturb cellular Ca2+ signaling in neuroendocrine cells (PC12). PubMed: Surface-mediated formation of polybrominated dibenzo-p-dioxins and dibenzofurans from the high-temperature pyrolysis of 2-bromophenol on a CuO/silica surface. PubMed: Kinetics and mechanisms of formation of bromophenols during drinking water chlorination: assessment of taste and odor development. 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: Identification of medicinal off-flavours generated by Alicyclobacillus species in orange juice using GC-olfactometry and GC-MS. PubMed: Development of an ELISA for the detection of bromoxynil in water. PubMed: LC-ESI-MS-MS method for the analysis of tetrabromobisphenol A in sediment and sewage sludge. PubMed: Design and application of a GC-SNIff/MS system for solving taste and odour episodes in drinking water. PubMed: Phenol and lactone receptors in the distal sensilla of the Haller's organ in Ixodes ricinus ticks and their possible role in host perception. PubMed: Detection and characterization of a dehalogenating microorganism by terminal restriction fragment length polymorphism fingerprinting of 16S rRNA in a sulfidogenic, 2-bromophenol-utilizing enrichment. PubMed: Mechanisms of dioxin formation from the high-temperature pyrolysis of 2-bromophenol. PubMed: Seasonal distribution of bromophenols in selected Hong Kong seafood. PubMed: Photochemical transformations of tetrabromobisphenol A and related phenols in water. PubMed: Reductive dehalogenation of brominated phenolic compounds by microorganisms associated with the marine sponge Aplysina aerophoba. PubMed: Seasonal variations of bromophenols in brown algae (Padina arborescens, Sargassum siliquastrum, and Lobophora variegata) collected in Hong Kong. PubMed: Role of Alicyclobacillus acidoterrestris in the development of a disinfectant taint in shelf-stable fruit juice. PubMed: Analysis of 3,5,6-trichloro-2-pyridinol in urine samples from the general population using gas chromatography-mass spectrometry after steam distillation and solid-phase extraction. PubMed: Distribution of bromophenols in species of marine algae from eastern Australia. 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: Colorimetrical rate assay for urinary dipeptidyl peptidase IV (DPPIV) activity using a new substrate. PubMed: Determination of chlorinated phenols and cresols in human urine using solid-phase extraction and gas chromatography. PubMed: Palmitate oxidation by in vivo and in vitro grown Mycobacterium lepraemurium. PubMed: Methylation of halogenated phenols and thiophenols by cell extracts of gram-positive and gram-negative bacteria. PubMed: [Action of the delta-endotoxin of Bacillus thuringiensis var. israelensis on cultured cells from Aedes aegypti L]. PubMed: Energy coupling mechanisms in host-grown Mycobacterium lepraemurium. PubMed: 2,6-Dibromophenol and 2,4,6-tribromophenols. Antiseptic secondary metabolites of Phoronopsis viridis. PubMed: Isolation of 2,6-dibromophenol from the marine hemichordate, Balanoglossus biminiensis.