2-bromophenol

phenol, 2-bromo-

CAS: 95-56-7 C6 H5 Br O MW: 173.00905000

Identification

Name2-bromophenol
IUPAC2-bromophenol
CAS Number95-56-7
EINECS202-432-7
FDA UNIIA0UB206YF0
Molecular FormulaC6 H5 Br O
Molecular Weight173.00905000
MDL NumberMFCD00002146
Nikkaji NumberJ3.565C
Beilstein1905115
XlogP32.40 (est)

Regulatory

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)

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-bromophenol usage levels up tonot for fragrance use.
Recommendation for 2-bromophenol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

o- bromophenol phenol, 2-bromo- 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.