| 词条 | 2,4,6-Tribromoanisole |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477210687 | Reference =[1] | ImageFile =2,4,6-tribromoanisole.png | ImageSize =150px | ImageAlt = Skeletal formula of 2,4,6-tribromoanisole | ImageFile1 = 2,4,6-Tribromoanisole-3D-balls.png | ImageSize1 = 160 | ImageAlt1 = Ball-and-stick model of the 2,4,6-tribromoanisole molecule | IUPACName =1,3,5-Tribromo-2-methoxybenzene | OtherNames =Tribromoanisole; TBA |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 21170966 | InChI = 1/C7H5Br3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3 | SMILES1 = COc1c(Br)cc(Br)cc1Br | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C7H5Br3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = YXTRCOAFNXQTKL-UHFFFAOYSA-N | CASNo_Ref = {{cascite|changed|??}} | CASNo =607-99-8 | PubChem =11839 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = DO7M3M4LX5 | SMILES =COC1=C(C=C(C=C1Br)Br)Br |Section2={{Chembox Properties | C=7 | H=5 | Br=3 | O=1 | Appearance = | Density = | MeltingPtC = 84 to 88 | MeltingPt_notes = | BoilingPtC = 297 to 299 | BoilingPt_notes = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}2,4,6-Tribromoanisole (TBA) is a chemical compound that is a brominated derivative of anisole. It is one of the chemicals responsible for cork taint.[2] Tribromoanisole is a fungal metabolite of 2,4,6-tribromophenol, which is used as a fungicide. It can be found in minute traces on packaging materials stored in the presence of fiberboard treated with 2,4,6-tribromophenol. These traces can cause an unpleasant mustiness in packaged foods.[3] Tribromoanisole is usually produced when naturally occurring airborne fungi or bacteria (usually Aspergillus sp., Penicillium sp., Actinomycetes, Botrytis cinerea, Rhizobium sp., or Streptomyces) are presented with brominated phenolic compounds, which they then convert into bromoanisole derivatives. The bromophenols can originate from various contaminants including those found in some pesticides and wood preservatives. They can also migrate from other objects such as shipping pallets treated by bromophenols. Tribromoanisole has a very low odor detection threshold. It is 0.08-0.3 parts per trillion (ppt) in water and 2-6 ppt in wine[4] (or 3.4-7.9 ng/l[5]) so even very minute amounts can be detected. It causes unpleasant earthy, musty and moldy aromas. Consumer product recallsThere have been several events in which consumer products were recalled due to odors caused by tribromoanisole on product packaging. In 2010 and 2011, Johnson & Johnson voluntarily recalled some over-the-counter products, including Tylenol, due to an odor caused by tribromoanisole.[6][7] In this case, a supplier had used 2,4,6-tribromophenol to treat wooden pallets on which product packaging materials were transported and stored.[6] In 2010 and in 2011, Pfizer recalled bottles of Lipitor after reports of an odor linked to the packaging bottles.[8] Pfizer said the bottles were supplied by a third-party manufacturer and determined the cause to be exposure of the bottles to low levels of tribromoanisole as they were shipped or stored.[9] See also
References1. ^2,4,6-Tribromoanisole at Sigma-Aldrich {{DEFAULTSORT:Tribromoanisole, 2,4,6-}}2. ^{{cite journal | doi = 10.1021/jf030632f | journal = J Agric Food Chem | year = 2004 | volume = 52 | issue = 5 | pages = 1255–1262 | title = Identification and responsibility of 2,4,6-tribromoanisole in musty, corked odors in wine |vauthors=Chatonnet P, Bonnet S, Boutou S, Labadie MD | pmid = 14995130}} 3. ^{{cite journal | title = 2,4,6-Tribromoanisole: a Potential Cause of Mustiness in Packaged Food |author1=Frank B. Whitfield |author2=Jodie L. Hill |author3=Kevin J. Shaw | journal = J. Agric. Food Chem. | year = 1997 | volume = 45 | issue = 3 | pages = 889–893 | doi = 10.1021/jf960587u}} 4. ^http://www.restek.com/Technical-Resources/Technical-Library/General-Interest/general_A031 5. ^http://www.wawgg.org/files/documents/THK_&_Richard_Larsen_Tasting_Room_Training_power_point.pdf 6. ^1 Tylenol Recall Expands, WebMD Health News, January 18, 2010 7. ^McNeil Consumer Healthcare Announces Voluntary Recall Of One Product Lot Of TYLENOL® Extra Strength Caplets 225 Count Distributed In The U.S. 8. ^38,000 more bottles of Lipitor recalled over odor complaints, CNN.com, October 30, 2010 9. ^[https://www.drugs.com/fda/lipitor-atorvastatin-40-mg-recall-specific-bottles-12873.html Lipitor (atorvastatin) 40 mg: Recall Specific Bottles], drugs.com, Dec 23, 2010 2 : Bromoarenes|Phenol ethers |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。