2,4,6-Tribromophenol
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2,4,6-Tribromophenol (TBP) is a brominated derivative of phenol. It is used as a fungicide, as a wood preservative, and an intermediate in the preparation of flame retardants.
Production
Although natural TBP has been identified in ocean sediments as a metabolite of marine fauna,[4] the commercial product is prepared industrially. In 2001, the production volume of TBP was estimated to be 2500 tonnes/year in Japan and 9500 tonnes/year worldwide.[2] TBP can be prepared by the controlled reaction of elemental bromine with phenol:[5]
Uses
The predominant use of TBP is as an intermediate in the preparation of flame retardants such as brominated epoxy resins.[2] TBP is reacted with sodium hydroxide to form the sodium salt, which is used as a fungicide and wood preservative.[6][7]
Bismuth salt
The bismuth salt is the active ingredient in XeroformScript error: No such module "Unsubst". dressing.[8]
Metabolism
Microbial metabolism in products treated with TBP is known to produce 2,4,6-tribromoanisole (TBA),[9] which has a musty odor. In 2010 and 2011, Pfizer and Johnson & Johnson voluntarily recalled some products due to TBA odors from wooden pallets which were treated with TBP.[10][11][12][13]
References
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- ↑ a b c "3851: Tribromophenol" in Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties, G. W. A. Milne (Editor), Template:ISBN, page 632
- ↑ a b c Concise International Chemical Assessment Document 66: 2,4,6-Tribromophenol and Other Simple Brominated Phenols, International Programme on Chemical Safety
- ↑ Sigma-Aldrich Co., 2,4,6-Tribromophenol. Retrieved on 2015-02-19.
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- ↑ 38,000 more bottles of Lipitor recalled over odor complaints, CNN.com, October 30, 2010
- ↑ Lipitor (atorvastatin) 40 mg: Recall Specific Bottles, drugs.com, Dec 23, 2010
- ↑ Tylenol Recall Expands, WebMD Health News, January 18, 2010
- ↑ McNeil Consumer Healthcare Announces Voluntary Recall Of One Product Lot Of TYLENOL Extra Strength Caplets 225 Count Distributed In The U.S.
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