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CAS 50375-10-5

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2,3,6-Trichloroanisole

Description:
2,3,6-Trichloroanisole (TCA) is an organic compound characterized by its chlorinated aromatic structure. It is a derivative of anisole, where three chlorine atoms are substituted at the 2, 3, and 6 positions of the aromatic ring. TCA is typically a colorless to pale yellow solid with a low solubility in water but is more soluble in organic solvents. One of its most notable characteristics is its strong musty or moldy odor, which can be detected at very low concentrations, making it a significant compound in the context of wine contamination, often referred to as "cork taint." TCA is formed through the chlorination of phenolic compounds, often in the presence of mold, and can arise from the use of chlorinated compounds in the production process. Its presence can severely affect the sensory qualities of beverages, particularly wine, leading to economic losses in the industry. Due to its environmental persistence and potential health effects, TCA is of interest in both analytical chemistry and environmental science.
Formula:C7H5Cl3O
InChI:InChI=1S/C7H5Cl3O/c1-11-7-5(9)3-2-4(8)6(7)10/h2-3H,1H3
InChI key:InChIKey=OTFNCXLUCRUNCH-UHFFFAOYSA-N
SMILES:O(C)C1=C(Cl)C(Cl)=CC=C1Cl
Synonyms:
  • 1,2,4-Trichloro-3-Methoxybenzene
  • Benzene, 1,2,4-trichloro-3-methoxy-
  • 2,3,6-Trichloroanisole
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