Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. With time TBTO is leached from the paint into the sea water. It is a potent skin irritant. Molecular Weight 596.10 . TBTs mimic the endogenous ligand of Retinoid X Receptor (9cisRA), and thus activates the signalling cascades that are retinoid acid dependent, promoting female penis growth. International Convention on the Control of Harmful Anti-fouling Systems on Ships, "Environmental levels, toxicity and human exposure to tributyltin (TBT)-contaminated marine environment. This entry in the IRIS database is preserved at the request of EPA program and regional offices. [25] TBT has been shown to lead to immunosuppression in sea-otters and dolphins. Handling, Storage, and Precautions: (Bu 3 Sn) 2 O should be stored in the absence of moisture. Tributyltin compounds are also used as biocides for use in cooling towers, pulp and paper mills, and textile mills (Davidson et al., 1995). It is poorly soluble in water (20 ppm) but highly soluble in organic solvents. Pesticide properties for Tributyltin oxide, including approvals, environmental fate, eco-toxicity and human health issues All three mechanisms are used to make effective antifouling coatings. Beilstein/REAXYS Number 745057 . Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. There is also tributyltin benzoate, chloride, methacrylate, and plenty more. Bottom paint improves ship performance and durability as it reduces the rate of biofouling (the growth of organisms on the ship's hull). In the early 1960s, both tributyltin oxide (TBTO) and TBT fluoride were tested, mainly in Africa, as molluscicides against several freshwater snail species that are vectors of the disease schistosomiasis, the snails being the intermediate hosts of the trematode parasite. In addition, the animals showed higher fasting plasma glucose levels with lower basal insulin levels, … Its chemical formula is [(C4H9)3Sn]2O. Tributyltin methacrylate's production and use as a stabilizer for PVC(1) may result in its release to the environment through various waste streams; its use as a biocide in antifouling paints used to coat ship hulls(2,3) will result in its direct release to the environment(SRC). It was observed that developmental rate was slowed by TBT in a concentration-related manner and that tail abnormalities occurred. Classified as "moderately toxic," some formulations are for "Restricted Use." … This can lead to very high amounts of TBT being accumulated, especially in smaller organisms lower down the food chain, which in turn has various health effects. Other uses include antifungal action in te… Exposure to organotin compounds causes the development of male accessory sex organs in female prosobranch gastropods. Registered use in antifouling paints in the US was cancelled by the EPA in 2004(3). Ref: Tributyltin Compounds. [8], Studies have shown that 95% of TBT can be released from the sediments back into the aquatic environment. National Pollutant Inventory Fact Sheet for organotins, https://en.wikipedia.org/w/index.php?title=Tributyltin_oxide&oldid=959598711, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, This page was last edited on 29 May 2020, at 15:56. Regulatory Information. (Tributyltin oxide). Tributyltin (TBT) compounds include: tributyltin oxide, tributyltin benzoate; tributyltin chloride, tributyltin fluoride, tributyltin linoleate, tributyltin methacrylate, tributyltin naphthenate. Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data, as outlined in the . [56‐35‐9] C 24 H 54 OSn 2 (MW 596.20) promotes the oxidation of secondary alcohols and sulfides with Br 2; O‐ and N‐activations; dehydrosulfurizations; hydrolysis catalyst). Wear safety spectacles, face shield or eye protection in combination with breathing protection. scientific basis for assessment of the risk to human health and the environment from exposure to. Abdominal cramps. [11], The effects of antifouling paint go beyond the organisms that it is intended to kill. In response to these discoveries, several countries have instituted regulatory statutes aimed at curbing the unintended harm done to aquatic life forms. Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Some have catalytic properties. Name. [3], TBT, or tributyltin, tributylstannyl or tributyl stannic hydride compounds are organotin compounds. Tributyltin (TBT) ((C 4 H 9) 3 Sn +) is an organotin compound used primarily as a biocide in antifouling paints. : 56-35-9 EINECS Number: 200-268-0 Molecular Weight: 596.11 Chemical Formula: C24H54OSn2 or (CH3CH2CH2CH2)3SnOSn(CH2CH2CH2CH3)3 Relevant uses … Triphenyltin acetate is used as an insect control agent and a fungicide. Chemical Description Tributyltin is organotin. The solubility of TBT is influenced by factors such as pH, temperature, and dissolved organic matter. OCCUPATIONAL EXPOSURE LIMITS: TLV: (as = Sn) 0.1=20 mg/m=B3 as TWA; 0.2 mg/m=B3 as STEL; (skin); A4 (not classifiable = as a human=20 carcinogen); (ACGIH 2004). They are the main active ingredients in biocides used to control a broad spectrum of organisms. It is poorly soluble in water (20 ppm) but highly soluble in organic solvents. Used as a bactericide, fungicide and chemical intermediate. STRICT HYGIENE! 15. PREVENT GENERATION OF MISTS! (2004) Organotin Chemistry, 2nd Edition Weinheim: Wiley-VCH. TBTO is a mild oxidizing agent. [16] In gastropods, the normal process of accessory sex organ development is retinoid dependent, as has been proven by the effect 9cisRA has on male penises. IDENTITY AND = PHYSICAL/CHEMICAL PROPERTIES Tributyltin oxide (CAS No. Product Identification. Davies, Alwyn George. It has the form of a colorless to pale yellow liquid that is only slightly soluble in water (20 ppm) but highly soluble in organic solvents. This use led to the introduction of TBT, during the mid 1960s, as an antifouling paint on boats. Tributyltin oxide SDS, Safety Data Sheet MSDS, Material Safety Data Sheet 22-Nov-20. Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Based on its review, EPA is now releasing its Reregistration Eligibility Decision (RED) and risk management decision for tributyltin. In 1990, the Marine Environment Protection Committee adopted Resolution MEPC 46(30), which recommended that the Government eliminate the use of TBT-containing antifouling paints on smaller vessels. TBT has a low Log Kow of 3.19 – 3.84 mg/l in distilled water and 3.54 mg/l for sea water, this makes TBT highly hydrophobic. Rats were administered 113 Sn-labelled tributyltin oxide as an aqueous suspension in doses of 5 mg/kg by the intragastric and the intraduodenal route. Tributyltin is organotin. Organotins with three organic groups can be powerful fungicides and bactericides, depending on the organic group R. Tributyltins (e.g. Introduction:The tributyltin compounds are a subgroup of the trialkyl organotin family of compounds. IRIS assessment development process. Tributyltin (largely as an oxide or methacrylate) has been used globally since the 1970s as a cost-effective, antifouling biocide agent in coats of ocean-going vessels. Below are the EPA applications/systems, statutes/regulations, or other sources that track or regulate this substance. This CICAD on tributyltin oxide (TBTO) was pre-pared by the United States Environmental Protection Agency (US EPA) and is based on an International Pro-gramme on Chemical Safety Environmental Health Crite-ria document on tributyltin compounds (IPCS, 1990) and on the US EPA’s Toxicological review on tributyltin oxide (US EPA, 1997). [10] It states that ships cannot bear organotin compounds on their hulls or external parts or surfaces, unless there is a coating that forms a barrier so that organotin compounds cannot leach out to reduce exposure by allowing recovery to occur. Proper shipping name: Organotin compounds, solid, n.o.s. Tributyltin oxide (TBTO) Print. Classified as "moderately toxic," some formulations are for "Restricted Use." The most common commercial use for tributyltin compounds is as a marine pesticide, though they are also used in wood treatment products. At the initiation of the 3pecial Review there were 364 TBT anti— fouling paint formulations and 20 formulating intermediates with a total of 61 manufacturers. Tributyltin Hydroxide Tributyltin Chloride Tributyltin Oxide (predominant species in seawater) (~3% in seawater) (minor species) TBT is often used as a booster biocide along with cuprous-oxide, which has replaced more toxic lead, arsenic, organo-mercury compounds in antifoulant paints. ----- —2— Registrations: nt.ifoulant paints containing tributyltin (TBT) compounds were initially registered in the early 1960’s. Organotins with four organic groups, e.g. An overview of relevant and recent research: impacts and issues", Steritech Concentrated Antimicrobial Solution brochure, "Occurrence and trophic magnification profile of triphenyltin compounds in marine mammals and their corresponding food webs", "A review of the ever increasing threat to European crayfish from non-indigenous crayfish species", "Stability studies of endocrine disrupting tributyltin and triphenyltin compounds in an artificial sea water model", "Imposex induction is mediated through the Retinoid X Receptor signalling pathway in the neogastropod Nucella lapillus", "TBT-induced imposex in marine neogastropods is mediated by an increasing androgen level", "Control of Mammalian Cochlear Amplification by Chloride Anions", "Decision Guidance Document for Tributyltin Compounds", "Persistent Organic Pollutants (POPs) and Pesticides", "Three New Jersey Men Plead Guilty to the Illegal Production and Distribution of Pesticides", "Ambient Aquatic Life Water Quality Criteria for Tributyltin (TBT)", United States Environmental Protection Agency, https://en.wikipedia.org/w/index.php?title=Tributyltin&oldid=997443636, Creative Commons Attribution-ShareAlike License, This page was last edited on 31 December 2020, at 14:51. TBT has been shown to affect invertebrate development. TBT is commonly introduced into coatings as tributyltin oxide, tributyltin fluoride, or as a part of an acrylic copolymer that has hydrolyzable tributyltin side chains. This resolution was intended to be a temporary restriction until the International Maritime Organization could implement a ban of TBT anti-fouling agents for ships. (Tributyltin oxide) Class: 6.1 Packaging group: III EmS code: EmS Number 1: F-A EmS Number 2: S-A Labels: 6.1 Marine pollutant Remarks open all close all. [EXTOXNET] Occupational asthma reported in venipuncture technician (phlebotomist) using needles treated with bis(tri-n-butyltin)oxide; [Malo] Tributyltin oxide is a strong skin irritant. Environmental Health Criteria 116. International Programme on Chemical Safety. It prevents microorganisms from settling on the hull of a ship and poisons the organisms that do. Tuna from waters around developing Asian nations had particularly high levels of TBT. Date for inclusion on the SIN List. InChI=1S/6C4H9.O.2Sn/c6*1-3-4-2;;;/h6*1,3-4H2,2H3;;; InChI=1/6C4H9.O.2Sn/c6*1-3-4-2;;;/h6*1,3-4H2,2H3;;;/rC24H54OSn2/c1-7-13-19-26(20-14-8-2,21-15-9-3)25-27(22-16-10-4,23-17-11-5)24-18-12-6/h7-24H2,1-6H3, CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC, Except where otherwise noted, data are given for materials in their. MDL number MFCD00009418. Regulation of TBT is not enforced in Asia as rigorously as in Europe or US. CAS Number. NO open flames. Tin compounds. The toxicity of TBT prevents the growth of algae, barnacles, molluscs and other organisms on ships hulls. Based on its review, EPA is now releasing its Reregistration Eligibility Decision (RED) and risk management decision for tributyltin. Information and translations of tributyltin in the most comprehensive dictionary definitions resource on the web. Its chemical formula is [ ( C 4 H 9 ) 3 Sn ] 2 O {\displaystyle {\ce { [ (C4H9)3Sn]2O}}} . 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Registrations: nt.ifoulant paints containing tributyltin ( TBT ) compounds were first noted International peer review,! Organotins are compounds consisting of one to four organic components attached to a tin atom via carbon-tin bonds., additives to paint ( as antifouling agents coatings used on commercial and military ocean vessels been poisoned tributylstannyl! As antifouling agents ) this study to characterize the pharmacokinetic properties of the (... Of this study to characterize the pharmacokinetic properties of the trialkyl organotin family of.. Countries followed, and Precautions: ( Bu 3 Sn ) 2 O should stored. The substance surfaces with acetone followed by washing with a strong soap and water solution high...
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