2,4,6-tribromoanisole
benzene, 1,3,5-tribromo-2-methoxy-
Identification
| Name | 2,4,6-tribromoanisole |
| CAS Number | 607-99-8 |
| FDA UNII | DO7M3M4LX5 |
| Molecular Formula | C7 H5 Br3 O |
| Molecular Weight | 344.82805000 |
| MDL Number | MFCD00192510 |
| Nikkaji Number | J134.582F |
| Beilstein | 2210361 |
| XlogP3 | 4.10 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 0.9939 mg/L @ 25 °C (est) |
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 2,4,6-tribromoanisole usage levels up to | not for fragrance use. |
| Recommendation for 2,4,6-tribromoanisole flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
anisole, 2,4,6-tribromo-
benzene, 1,3,5-tribromo-2-methoxy-
methyl 2,4,6-tribromophenyl ether
1,3,5-
tribromo-2-methoxybenzene
PubMed:
Combination of amino acid/dipeptide with ligustrazine-betulinic acid as antitumor agents.
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:
Occurrence and distribution of taste and odor compounds in subtropical water supply reservoirs and their fates in water treatment plants.
PubMed:
Headspace solid-phase microextraction coupled to gas chromatography-tandem mass spectrometry for the determination of haloanisoles in sparkling (cava and cider) and non-sparkling (wine) alcoholic beverages.
PubMed:
Cloud point extraction and gas chromatography with direct microvial insert thermal desorption for the determination of haloanisoles in alcoholic beverages.
PubMed:
Sea-air exchange of bromoanisoles and methoxylated bromodiphenyl ethers in the Northern Baltic.
PubMed:
Characterization of Key Aroma Compounds in Raw and Thermally Processed Prawns and Thermally Processed Lobsters by Application of Aroma Extract Dilution Analysis.
PubMed:
Field estimates of polyurethane foam - air partition coefficients for hexachlorobenzene, alpha-hexachlorocyclohexane and bromoanisoles.
PubMed:
The occurrence of haloanisoles as an emerging odorant in municipal tap water of typical cities in China.
PubMed:
Studying Haloanisoles Interaction with Olfactory Receptors.
PubMed:
Gas chromatography-mass spectrometry method optimized using response surface modeling for the quantitation of fungal off-flavors in grapes and wine.
PubMed:
A simple and sensitive vortex assisted liquid-liquid microextraction method for the simultaneous determination of haloanisoles and halophenols in wines.
PubMed:
Air-water exchange of brominated anisoles in the northern Baltic Sea.
PubMed:
Dietary exposure to phenolic and methoxylated organohalogen contaminants in relation to their concentrations in breast milk and serum in Japan.
PubMed:
2,4,6-trichloroanisole is a potent suppressor of olfactory signal transduction.
PubMed:
Different headspace solid phase microextraction--gas chromatography/mass spectrometry approaches to haloanisoles analysis in wine.
PubMed:
Analysis of corky off-flavour compounds at ultra trace level with multidimensional gas chromatography-electron capture detection.
PubMed:
[Determination of two mouldy compounds in cork by gas chromatography-mass spectrometry].
PubMed:
Method development and validation for the determination of 2,4,6-tribromoanisole, 2,4,6-tribromophenol, 2,4,6-trichloroanisole, and 2,4,6-trichlorophenol in various drug products using stir bar sorptive extraction and gas chromatography-tandem mass spectrometry detection.
PubMed:
Optimisation of ultrasound-assisted emulsification microextraction method with solidification of floating organic drop for the analysis of cork taint responsible compounds in wine.
PubMed:
Optimisation of a sensitive method based on ultrasound-assisted emulsification-microextraction for the simultaneous determination of haloanisoles and volatile phenols in wine.
PubMed:
Development of an ultrasound-assisted emulsification-microextraction method for the determination of the main compounds causing cork taint in wines.
PubMed:
Trace level analysis of corky off-flavor compounds: development of a new analytical method based on solid phase extraction and analysis by multidimensional gas chromatography with mass spectrometric detection.
PubMed:
Comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry for the identification of organobrominated compounds in bluefin tuna.
PubMed:
Toxicological studies on 2,4,6-tribromoanisole.
PubMed:
Development of a dispersive liquid-liquid microextraction method for the simultaneous determination of the main compounds causing cork taint and Brett character in wines using gas chromatography-tandem mass spectrometry.
PubMed:
Air-water exchange of anthropogenic and natural organohalogens on International Polar Year (IPY) expeditions in the Canadian Arctic.
PubMed:
Optimisation of a dispersive liquid-liquid microextraction method for the simultaneous determination of halophenols and haloanisoles in wines.
PubMed:
Oral exposure of adult zebrafish (Danio rerio) to 2,4,6-tribromophenol affects reproduction.
PubMed:
Preparation of liposomes containing zedoary turmeric oil using freeze-drying of liposomes via TBA/water cosolvent systems and evaluation of the bioavailability of the oil.
PubMed:
Determination of halogenated natural products in passive samplers deployed along the Great Barrier Reef, Queensland/Australia.
PubMed:
Anthropogenic and naturally-produced organobrominated compounds in bluefin tuna from the Mediterranean Sea.
PubMed:
Multi-residue off-flavour profiling in wine using stir bar sorptive extraction-thermal desorption-gas chromatography-mass spectrometry.
PubMed:
Anthropogenic and naturally occurring organobrominated compounds in two deep-sea fish species from the Mediterranean Sea.
PubMed:
Comparison of two SPME fibers for the extraction of some off-flavor cork-taint compounds in bottled wines investigated by GC-HRMS.
PubMed:
Expression and functional characterization of choline transporter in human keratinocytes.
PubMed:
Uptake and biotransformation of structurally diverse brominated flame retardants in zebrafish (Danio rerio) after dietary exposure.
PubMed:
Application of robust NiTi-ZrO2-PEG SPME fiber in the determination of haloanisoles in cork stopper samples.
PubMed:
Persistent organohalogen contaminant burdens in Antarctic krill (Euphausia superba) from the eastern Antarctic sector: a baseline study.
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:
Comparison of stir bar sorptive extraction and solid-phase microextraction to determine halophenols and haloanisoles by gas chromatography-ion trap tandem mass spectrometry.
PubMed:
Determination of 2,4,6-trichloroanisole and 2,4,6-tribromoanisole in wine using microextraction in packed syringe and gas chromatography-mass spectrometry.
PubMed:
Contrasting the seasonal variability of halogenated natural products and anthropogenic hexachlorocyclohexanes in the southern Norwegian atmosphere.
PubMed:
Multiple headspace solid-phase microextraction for eliminating matrix effect in the simultaneous determination of haloanisoles and volatile phenols in wines.
PubMed:
Application of fractional factorial experimental and Box-Behnken designs for optimization of single-drop microextraction of 2,4,6-trichloroanisole and 2,4,6-tribromoanisole from wine samples.
PubMed:
Optimisation of a microwave-assisted extraction method for the simultaneous determination of haloanisoles and halophenols in cork stoppers.
PubMed:
Analysis of off-flavor compounds in water at sub part per trillion level by GC/MS with programmable temperature vaporizer inlet.
PubMed:
Optimisation of a headspace solid-phase microextraction with on-fiber derivatisation method for the direct determination of haloanisoles and halophenols in wine.
PubMed:
Rapid headspace solid-phase microextraction/gas chromatographic/mass spectrometric assay for the quantitative determination of some of the main odorants causing off-flavours in wine.
PubMed:
Determination of haloanisols in white wine by immunosorbent solid-phase extraction followed by enzyme-linked immunosorbent assay.
PubMed:
Non-destructive method to determine halophenols and haloanisoles in cork stoppers by headspace sorptive extraction.
PubMed:
Determination of 2,4,6-trichloroanisole and 2,4,6-tribromoanisole on ng L-1 to pgL-1 levels in wine by solid-phase microextraction and gas chromatography-high-resolution mass spectrometry.
PubMed:
Routine analysis of off-flavor compounds in water at sub-part-per-trillion level by large-volume injection GC/MS with programmable temperature vaporizing inlet.
PubMed:
Simultaneous picogram determination of "earthy-musty" odorous compounds in water using solid-phase microextraction and gas chromatography-mass spectrometry coupled with initial cool programmable temperature vaporizer inlet.
PubMed:
Brominated flame retardants and other organobromines in Norwegian predatory bird eggs.
PubMed:
Inhibition and induction of aromatase (CYP19) activity by brominated flame retardants in H295R human adrenocortical carcinoma cells.
PubMed:
Highly selective solid-phase extraction and large volume injection for the robust gas chromatography-mass spectrometric analysis of TCA and TBA in wines.
PubMed:
Biological activity and physicochemical parameters of marine halogenated natural products 2,3,3',4,4',5,5'-heptachloro-1'-methyl-1,2'-bipyrrole and 2,4,6-tribromoanisole.
PubMed:
Dynamic headspace coupled to perevaporation for the analysis of anisoles in wine by gas chromatography-ion-trap tandem mass spectrometry.
PubMed:
Analysis of anisoles in wines using pervaporation coupled to gas chromatography-mass spectrometry.
PubMed:
Optimization of stir bar sorptive extraction applied to the determination of odorous compounds in drinking water.
PubMed:
Identification and responsibility of 2,4,6-tribromoanisole in musty, corked odors in wine.
PubMed:
Accurate determination of 2,4,6-trichloroanisole in wines at low parts per trillion by solid-phase microextraction followed by GC-ECD.
PubMed:
Analysis of off-flavors in the aquatic environment by stir bar sorptive extraction-thermal desorption-capillary GC/MS/olfactometry.
PubMed:
Brominated anisoles and cresols in the red alga Polysiphonia sphaerocarpa.