EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2,4,6-trichloroanisole
benzene, 1,3,5-trichloro-2-methoxy- (9CI)

Supplier Sponsors

CAS Number: 87-40-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-743-5
FDA UNII: 31O3X41254
Nikkaji Web:J4.277C
Beilstein Number:2329219
MDL:MFCD00000588
XlogP3:4.00 (est)
Molecular Weight:211.47205000
Formula:C7 H5 Cl3 O
BioActivity Summary:listing
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
Melting Point: 61.50 °C. @ 760.00 mm Hg
Boiling Point: 241.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.023000 mmHg @ 20.00 °C.
Flash Point: 213.00 °F. TCC ( 100.40 °C. ) (est)
logP (o/w): 4.110
Soluble in:
 water, 10 mg/L @ 20 °C (exp)
 water, 11.8 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.
2,4,6-Trichloroanisole
Santa Cruz Biotechnology
For experimental / research use only.
2,4,6-Trichloroanisole
Sigma-Aldrich: Aldrich
For experimental / research use only.
2,4,6-Trichloroanisole 99%
TCI AMERICA
For experimental / research use only.
2,4,6-Trichloroanisole >98.0%(GC)
 
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 2,4,6-trichloroanisole usage levels up to:
 not for fragrance use.
 
Recommendation for 2,4,6-trichloroanisole flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6884
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1,3,5-trichloro-2-methoxybenzene
Chemidplus:0000087401
 
References:
 1,3,5-trichloro-2-methoxybenzene
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6884
Pubchem (sid):134971566
 
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
KEGG (GenomeNet):C11510
HMDB (The Human Metabolome Database):HMDB29643
FooDB:FDB000814
YMDB (Yeast Metabolome Database):YMDB01597
Export Tariff Code:2909.30.6000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 anisole, 2,4,6-trichloro- (8CI)
 benzene, 1,3,5-trichloro-2-methoxy-
 benzene, 1,3,5-trichloro-2-methoxy- (9CI)
 methyl 2,4,6-trichlorophenyl ether
2,4,6-trichloranisole
2,4,6-trichloro-1-methoxybenzene
1,3,5-trichloro-2-methoxybenzene
 tyrene
 

Articles:

PubMed:A rapid space-resolved solid-phase microextraction method as a powerful tool to determine contaminants in wine based on their volatility.
PubMed:The Problem of 2,4,6-Trichloroanisole in Cork Planks Studied by Attenuated Total Reflection Infrared Spectroscopy: Proof of Concept.
PubMed:A simple and sensitive vortex assisted liquid-liquid microextraction method for the simultaneous determination of haloanisoles and halophenols in wines.
PubMed:Using corona discharge-ion mobility spectrometry for detection of 2,4,6-Trichloroanisole.
PubMed:Extraction-less, rapid assay for the direct detection of 2,4,6-trichloroanisole (TCA) in cork samples.
PubMed:Simultaneous determination of ten taste and odor compounds in drinking water by solid-phase microextraction combined with gas chromatography-mass spectrometry.
PubMed:Gas chromatography-mass spectrometry determination of earthy-musty odorous compounds in waters by two phase hollow-fiber liquid-phase microextraction using polyvinylidene fluoride fibers.
PubMed:Occurrence of earthy and musty odor compounds (geosmin, 2-methylisoborneol and 2,4,6-trichloroanisole) in biologically treated wastewater.
PubMed:Cyclic voltammetry: a tool to quantify 2,4,6-trichloroanisole in aqueous samples from cork planks boiling industrial process.
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:Experimental design for the optimization of the derivatization reaction in determining chlorophenols and chloroanisoles by headspace-solid-phase microextraction-gas chromatography/mass spectrometry.
PubMed:Analysis of corky off-flavour compounds at ultra trace level with multidimensional gas chromatography-electron capture detection.
PubMed:Ionic liquids as novel stationary phases in gas liquid chromatography: inverse or normal isotope effect?
PubMed:[Determination of two mouldy compounds in cork by gas chromatography-mass spectrometry].
PubMed:Headspace-multicapillary column-ion mobility spectrometry for the direct analysis of 2,4,6-trichloroanisole in wine and cork samples.
PubMed:[Determination of 2,4,6-trichloroanisole in wine by head-space solid phase micro-extraction and gas chromatography-mass spectrometry].
PubMed:Headspace-single drop microextraction with a commercial capillary electrophoresis instrument.
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:A framework for identifying characteristic odor compounds in municipal wastewater effluent.
PubMed:Accurate analysis of trace earthy-musty odorants in water by headspace solid phase microextraction gas chromatography-mass spectrometry.
PubMed:Optimisation of a sensitive method based on ultrasound-assisted emulsification-microextraction for the simultaneous determination of haloanisoles and volatile phenols in wine.
PubMed:The potential of ion mobility spectrometry (IMS) for detection of 2,4,6-trichloroanisole (2,4,6-TCA) in wine.
PubMed:Concentrations of organochlorine pesticides and 2,4,6-trichloroanisole in cork bark.
PubMed:Destruction of chloroanisoles by using a hydrogen peroxide activated method and its application to remove chloroanisoles from cork stoppers.
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:Odorous compounds in municipal wastewater effluent and potable water reuse systems.
PubMed:Direct determination of 2,4,6-tricholoroanisole in wines by single-drop ionic liquid microextraction coupled with multicapillary column separation and ion mobility spectrometry detection.
PubMed:Multivariate analysis of volatile compounds detected by headspace solid-phase microextraction/gas chromatography: A tool for sensory classification of cork stoppers.
PubMed:Volatile compounds in samples of cork and also produced by selected fungi.
PubMed:Development of a cellular biosensor for the detection of 2,4,6-trichloroanisole (TCA).
PubMed:Selectable one-dimensional or two-dimensional gas chromatography-olfactometry/mass spectrometry with preparative fraction collection for analysis of ultra-trace amounts of odor compounds.
PubMed:Origin and incidence of 2-methoxy-3,5-dimethylpyrazine, a compound with a "fungal" and "corky" aroma found in cork stoppers and oak chips in contact with wines.
PubMed:Concentrations of viable airborne fungal spores and trichloroanisole in wine cellars.
PubMed:Identification of a new source of contamination of Quercus sp. oak wood by 2,4,6-trichloroanisole and its impact on the contamination of barrel-aged wines.
PubMed:Sensitive determination of 2,4,6-trichloroanisole in water samples by ultrasound assisted emulsification microextraction prior to gas chromatography-tandem mass spectrometry analysis.
PubMed:Ultrasound-assisted emulsification microextraction for determination of 2,4,6-trichloroanisole in wine samples by gas chromatography tandem mass spectrometry.
PubMed:Development of a microwave assisted extraction method for the analysis of 2,4,6-trichloroanisole in cork stoppers by SIDA-SBSE-GC-MS.
PubMed:Sensory screening for large-format natural corks by "dry soak" testing and its correlation to headspace solid-phase microextraction (SPME) gas chromatography/mass spectrometry (GC/MS) releasable trichloroanisole (TCA) analysis.
PubMed:Off-odor compounds produced in cork by isolated bacteria and fungi: a gas chromatography-mass spectrometry and gas chromatography-olfactometry study.
PubMed:Modeling quality of premium spanish red wines from gas chromatography-olfactometry data.
PubMed:Catalytic ozonation for degradation of 2, 4, 6-trichloroanisole in drinking water in the presence of gamma-AlOOH.
PubMed:Ozonation catalyzed by the raw bauxite for the degradation of 2,4,6-trichloroanisole in drinking water.
PubMed:Multi-residue off-flavour profiling in wine using stir bar sorptive extraction-thermal desorption-gas chromatography-mass spectrometry.
PubMed:Molecular fingerprinting by PCR-denaturing gradient gel electrophoresis reveals differences in the levels of microbial diversity for musty-earthy tainted corks.
PubMed:Comparison of two SPME fibers for the extraction of some off-flavor cork-taint compounds in bottled wines investigated by GC-HRMS.
PubMed:Copper UPD as non-specific adsorption barrier in electrochemical displacement immunosensors.
PubMed:Analysis of earthy and musty odors in water samples by solid-phase microextraction coupled with gas chromatography/ion trap mass spectrometry.
PubMed:Application of robust NiTi-ZrO2-PEG SPME fiber in the determination of haloanisoles in cork stopper samples.
PubMed:Biodegradation of 2,4,6-TCA by the white-rot fungus Phlebia radiata is initiated by a phase I (O-demethylation)-phase II (O-conjugation) reactions system: implications for the chlorine cycle.
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:Transformation ability of fungi isolated from cork and grape to produce 2,4,6-trichloroanisole from 2,4,6-trichlorophenol.
PubMed:Environmental significance of O-demethylation of chloroanisoles by soil bacterial isolates as a mechanism that improves the overall biodegradation of chlorophenols.
PubMed:Multiple headspace solid-phase microextraction for eliminating matrix effect in the simultaneous determination of haloanisoles and volatile phenols in wines.
PubMed:Assessment of the matrix effect on the headspace solid-phase microextraction (HS-SPME) analysis of chlorophenols 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:Analysis for chloroanisoles and chlorophenols in cork by stir bar sorptive extraction and gas chromatography-mass spectrometry.
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:Fungal strains isolated from cork stoppers and the formation of 2,4,6-trichloroanisole involved in the cork taint of wine.
PubMed:Fast and sensitive method to determine chloroanisoles in cork using an internally cooled solid-phase microextraction fiber.
PubMed:Determination of haloanisols in white wine by immunosorbent solid-phase extraction followed by enzyme-linked immunosorbent assay.
PubMed:Comparative study of two chromatographic methods for quantifying 2,4,6-trichloranisole in wines.
PubMed:Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry.
PubMed:Multiple response optimisation based on desirability functions of a microwave-assisted extraction method for the simultaneous determination of chloroanisoles and chlorophenols in oak barrel sawdust.
PubMed:Assays on the simultaneous determination and elimination of chloroanisoles and chlorophenols from contaminated cork samples.
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:Ethanol/Water extraction combined with solid-phase extraction and solid-phase microextraction concentration for the determination of chlorophenols in cork stoppers.
PubMed:Use of multiple headspace solid-phase microextraction and pervaporation for the determination of off-flavours in wine.
PubMed:Quantification of chloroanisoles in cork using headspace solid-phase microextraction and gas chromatography with electron capture detection.
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:Determination of 2,4,6-trichloroanisole and guaiacol in cork stoppers by pressurised fluid extraction and gas chromatography-mass spectrometry.
PubMed:Identification of 2,4,6-trichloroanisole (TCA) causing a musty/muddy off-flavor in sake and its production in rice koji and moromi mash.
PubMed:Migration of contaminants by gas phase transfer from carton board and corrugated board box secondary packaging into foods.
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:Detection of 2,4,6-trichloroanisole in chlorinated water at nanogram per litre levels by SPME-GC-ECD.
PubMed:Determination of odour-causing volatile organic compounds in cork stoppers by multiple headspace solid-phase microextraction.
PubMed:Removal of earthy-musty odorants in drinking water by powdered activated carbon.
PubMed:Determination of odorous mixed chloro-bromoanisoles in water by solid-phase micro-extraction and gas chromatography-mass detection.
PubMed:Purge-and-trap preconcentration system coupled to capillary gas chromatography with atomic emission detection for 2,4,6-trichloroanisole determination in cork stoppers and wines.
PubMed:Dynamic headspace coupled to perevaporation for the analysis of anisoles in wine by gas chromatography-ion-trap tandem mass spectrometry.
PubMed:Optimisation of a headspace solid-phase microextraction method for the direct determination of chloroanisoles related to cork taint in red wine.
PubMed:Determination of chloroanisole compounds in red wine by headspace solid-phase microextraction and gas chromatography-mass spectrometry.
PubMed:Analysis of anisoles in wines using pervaporation coupled to gas chromatography-mass spectrometry.
PubMed:Isolation and identification of 2-methoxy-3,5-dimethylpyrazine, a potent musty compound from wine corks.
PubMed:Formation and emission of chloroanisoles as indoor pollutants.
PubMed:Optimization of stir bar sorptive extraction applied to the determination of odorous compounds in drinking water.
PubMed:Stir bar sorptive extraction for the analysis of wine cork taint.
PubMed:Immunochemical determination of 2,4,6-trichloroanisole as the responsible agent for the musty odor in foods. 2. Immunoassay evaluation.
PubMed:Immunochemical determination of 2,4,6-trichloroanisole as the responsible agent for the musty odor in foods. 1. Molecular modeling studies for antibody production.
PubMed:Accurate determination of 2,4,6-trichloroanisole in wines at low parts per trillion by solid-phase microextraction followed by GC-ECD.
PubMed:Fast screening method for determining 2,4,6-trichloroanisole in wines using a headspace-mass spectrometry (HS-MS) system and multivariate calibration.
PubMed:Analysis of off-flavors in the aquatic environment by stir bar sorptive extraction-thermal desorption-capillary GC/MS/olfactometry.
PubMed:Application of stir bar sorptive extraction for wine analysis.
PubMed:Determination of 2,4,6-trichloroanisole in wines by headspace solid-phase microextraction and gas chromatography-electron-capture detection.
PubMed:Cork taint of wines: role of the filamentous fungi isolated from cork in the formation of 2,4,6-trichloroanisole by o methylation of 2,4,6-trichlorophenol.
PubMed:Evaluation of an extraction method in the determination of the 2,4,6-trichloroanisole content of tainted cork.
PubMed:Application of low-temperature glassy carbon films in solid-phase microextraction.
PubMed:Determination of trace amounts of off-flavor compounds in drinking water by stir bar sorptive extraction and thermal desorption GC-MS.
PubMed:The determination of six taste and odour compounds in water using Ambersorb 572 and high resolution mass spectrometry.
PubMed:Trends of organochlorine compounds in Finnish inland waters. Results of mussel incubation monitoring 1984-1998.
PubMed:Cork taint in wine: scientific knowledge and public perception: a critical review.
PubMed:Supercritical fluid extraction of 2,4,6-trichloroanisole from cork stoppers.
PubMed:Analysis of 2,4,6-trichloroanisole in wines using solid-phase microextraction coupled to gas chromatography-mass spectrometry.
PubMed:Identification of 2,4,6-trichloroanisole in several essential oils.
 
Notes:
cork taint compound. Off-odour component found in foods etc. Responsible for 'cork taint' in wines
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