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2-bromophenol
phenol, 2-bromo-

Supplier Sponsors

Name:2-bromophenol
CAS Number: 95-56-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:202-432-7
FDA UNII: A0UB206YF0
Nikkaji Web:J3.565C
Beilstein Number:1905115
MDL:MFCD00002146
XlogP3:2.40 (est)
Molecular Weight:173.00905000
Formula:C6 H5 Br 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
Specific Gravity:1.63300 to 1.64500 @ 20.00 °C.
Pounds per Gallon - (est).: 13.604 to 13.704
Refractive Index:1.58400 to 1.59200 @ 20.00 °C.
Flash Point: 108.00 °F. TCC ( 42.22 °C. )
Soluble in:
 water, 2227 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
EMD Millipore
For experimental / research use only.
2-Bromophenol
Santa Cruz Biotechnology
For experimental / research use only.
2-Bromophenol
Sigma-Aldrich: Aldrich
For experimental / research use only.
2-Bromophenol 98%
TCI AMERICA
For experimental / research use only.
2-Bromophenol >98.0%(GC)(T)
 
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-bromophenol usage levels up to:
 not for fragrance use.
 
Recommendation for 2-bromophenol 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):95-56-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7244
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-bromophenol
Chemidplus:0000095567
RTECS:SJ7875000 for cas# 95-56-7
 
References:
 2-bromophenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):7244
Pubchem (cas):95-56-7
 
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
KEGG (GenomeNet):C14841
HMDB (The Human Metabolome Database):HMDB32059
FooDB:FDB008766
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:
o-bromophenol
 phenol, 2-bromo-
 

Articles:

PubMed:Theoretical study on the formation mechanism of pre-intermediates for PXDD/Fs from 2-Bromophenol and 2-Chlorophenol precursors via radical/molecule reactions.
PubMed:Gas Purge Microextraction Coupled with Stable Isotope Labeling-Liquid Chromatography/Mass Spectrometry for the Analysis of Bromophenols in Aquatic Products.
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:The microbial degradation of 2,4,6-tribromophenol (TBP) in water/sediments interface: Investigating bioaugmentation using Bacillus sp. GZT.
PubMed:Development of a Rapid Microbore Metabolic Profiling Ultraperformance Liquid Chromatography-Mass Spectrometry Approach for High-Throughput Phenotyping Studies.
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:A New Reaction Pathway for Bromite to Bromate in the Ozonation of Bromide.
PubMed:Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives.
PubMed:Sorption of halogenated phenols and pharmaceuticals to biochar: affecting factors and mechanisms.
PubMed:Photochemical transformation of tetrabromobisphenol A under simulated sunlight irradiation: Kinetics, mechanism and influencing factors.
PubMed:Simultaneous determination of brominated phenols in soils.
PubMed:Regioselective synthesis of 2,3-dihydrobenzodioxepinones from epoxides and 2-bromophenols via palladium-catalyzed carbonylation.
PubMed:Diindole-annulated naphthalene diimides: synthesis and optical and electronic properties of syn- and anti-isomers.
PubMed:Bromine and carbon isotope effects during photolysis of brominated phenols.
PubMed:In search of catalytic antioxidants--(alkyltelluro)phenols, (alkyltelluro)resorcinols, and bis(alkyltelluro)phenols.
PubMed:New halogenated disinfection byproducts in swimming pool water and their permeability across skin.
PubMed:Study of the photodegradation of 2-bromophenol under UV and sunlight by spectroscopic, chromatographic and chemometric techniques.
PubMed:Suppressing effect of calcium-based waste on control of bromine flux during the pyrolysis of printed circuit boards.
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:Simultaneous quantification of multiple classes of phenolic compounds in blood plasma by liquid chromatography-electrospray tandem mass spectrometry.
PubMed:Distribution and formation of chlorophenols and bromophenols in marine and riverine environments.
PubMed:Desulfoluna spongiiphila sp. nov., a dehalogenating bacterium in the Desulfobacteraceae from the marine sponge Aplysina aerophoba.
PubMed:Biodegradation of brominated aromatics by cultures and laccase of Trametes versicolor.
PubMed:Degradation of phenol via phenylphosphate and carboxylation to 4-hydroxybenzoate by a newly isolated strain of the sulfate-reducing bacterium Desulfobacterium anilini.
PubMed:Acute toxicity of 353-nonylphenol and its metabolites for zebrafish embryos.
PubMed:Synthesis of polybrominated diphenyl ethers via symmetrical tetra- and hexabrominated diphenyliodonium salts.
PubMed:Synthesis of dibenzofurans directly from aryl halides and ortho-bromophenols via one-pot consecutive SNAr and intramolecular palladium-catalyzed aryl-aryl coupling reactions.
PubMed:One-pot synthesis of benzofurans via palladium-catalyzed enolate arylation with o-bromophenols.
PubMed:Improved approach for analyzing bromophenols in seafood using stable isotope dilution analysis in combination with SPME.
PubMed:Understanding medicinal taste and odour formation in drinking waters.
PubMed:Removal of bromophenols from water using industrial wastes as low cost adsorbents.
PubMed:Molecular structures and properties of the complete series of bromophenols: Density functional theory calculations.
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: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: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:cDNA cloning, functional expression, and characterization of chicken sulfotransferases belonging to the SULT1B and SULT1C families.
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:Decomposition of 2-bromophenol in NaOH solution at high temperature.
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:Induction characteristics of reductive dehalogenation in the ortho-halophenol-respiring bacterium, Anaeromyxobacter dehalogenans.
PubMed:Detection by PCR of reductive dehalogenase motifs in a sulfidogenic 2-bromophenol-degrading consortium enriched from estuarine sediment.
PubMed:Acute and subacute nephrotoxicity of 2-bromophenol in rats.
PubMed:Anaerobic biotransformation of tetrabromobisphenol A, tetrachlorobisphenol A, and bisphenol A in estuarine sediments.
PubMed:Nickel-catalyzed cross-coupling of bromophenols with Grignard reagents in the solid phase synthesis.
PubMed:Characterization and description of Anaeromyxobacter dehalogenans gen. nov., sp. nov., an aryl-halorespiring facultative anaerobic myxobacterium.
PubMed:Anaerobic reductive dechlorination of chlorinated dioxins in estuarine sediments.
PubMed:[Growth of Rhodococcus opacus on mixtures of monohalogenated benzenes and phenols].
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:Dehalogenation and biodegradation of brominated phenols and benzoic acids under iron-reducing, sulfidogenic, and methanogenic conditions.
PubMed:Investigations on acute hepato- and nephrotoxicity of pentabromophenol.
PubMed:Substrate, substrate analogue, and inhibitor interactions with the ferrous active site of catechol 2,3-dioxygenase monitored through XAS studies.
PubMed:Potential for carboxylation-dehydroxylation of phenolic compounds by a methanogenic consortium.
PubMed:Pathways of formation of 2-, 3- and 4-bromophenol from bromobenzene. Proposed mechanism for C-S lyase reactions of cysteine conjugates.
PubMed:Dihydroxylated mercapturic acid metabolites of bromobenzene.
PubMed:Early mitochondrial disfunction in bromobenzene treated mice: a possible factor of liver injury.
PubMed:Effect of bromobenzene and O-bromophenol on kidney and liver of English sole (Parophrys vetulus).
PubMed:Bromobenzene metabolism in the rat and guinea pig.
PubMed:Cellular toxicity of bromobenzene and bromobenzene metabolites to rabbit proximal tubules: the role and mechanism of 2-bromohydroquinone.
PubMed:Influence of mercuric chloride on the metabolism and hepatotoxicity of bromobenzene in rats.
PubMed:Inhibition of respiration in rabbit proximal tubules by bromophenols and 2-bromohydroquinone.
PubMed:Glutathione conjugates of 2-bromohydroquinone are nephrotoxic.
PubMed:Bromobenzene metabolism in isolated rat hepatocytes. 18O2 incorporation studies.
PubMed:Identification of 2-bromohydroquinone as a metabolite of bromobenzene and o-bromophenol: implications for bromobenzene-induced nephrotoxicity.
PubMed:Nephrotoxicity of phenolic bromobenzene metabolites in the mouse.
PubMed:The role of ortho-bromophenol in the nephrotoxicity of bromobenzene in rats.
PubMed:The mechanism of formation of o-bromophenol from bromobenzene.
PubMed:Hepatic bromobenzene epoxidation and binding: prevention by ascorbyl palmitate.
PubMed:Bromobenzene metabolism in the rabbit: specific forms of cytochrome P-450 involved in 2,3- and 3,4-epoxidation.
 
Notes:
Flavour component of marine fish, molluscs and crustaceans. Imparts and intense shrimp-like flavour
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