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2,6-dibromophenol
phenol, 2,6-dibromo-

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Name:2,6-dibromophenol
CAS Number: 608-33-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:210-161-0
FDA UNII: 27MIP05EAV
Nikkaji Web:J28.698B
Beilstein Number:2043614
MDL:MFCD00002152
XlogP3:3.40 (est)
Molecular Weight:251.90508000
Formula:C6 H4 Br2 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 118.6 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
2,6-Dibromophenol 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
2,6-Dibromophenol 99%
sds
TCI AMERICA
For experimental / research use only.
2,6-Dibromophenol >98.0%(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2,6-dibromophenol usage levels up to:
 not for fragrance use.
 
Recommendation for 2,6-dibromophenol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):608-33-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :11847
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,6-dibromophenol
Chemidplus:0000608333
 
References:
 2,6-dibromophenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):11847
Pubchem (cas):608-33-3
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C16247
HMDB (The Human Metabolome Database):HMDB32080
FooDB:FDB008795
Export Tariff Code:2908.19.6000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 phenol, 2,6-dibromo-
 

Articles:

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.
 
Notes:
Important flavour component of marine fish, molluses and crustaceans
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