Fentin hydroxide

Fentin hydroxide Basic information
Product Name:Fentin hydroxide
Synonyms:BRESTAN FLOW;FENTIN HYDROXIDE;Hydroxytriphenylstannane;DU-TER(R);Anti-Keratin 19 antibody produced in rabbit;Keratin type I cytoskeletal 19;KRT19;Anti-CK-19 antibody produced in rabbit
CAS:76-87-9
MF:C18H16OSn
MW:367.03
EINECS:200-990-6
Product Categories:Classes of Metal Compounds;Sn (Tin) Compounds;Typical Metal Compounds;Agro-Products;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:76-87-9.mol
Fentin hydroxide Structure
Fentin hydroxide Chemical Properties
Melting point 124-126 °C (lit.)
Boiling point 428.5±28.0 °C(Predicted)
density 1.54
storage temp. -20°C
solubility Slightly soluble in alcohol, toluene
form Powder
pka3.98±0.70(Predicted)
color Off-white
Water Solubility <0.1 g/100 mL at 21 ºC
Merck 14,9745
BRN 4139186
Exposure limitsACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
CAS DataBase Reference76-87-9(CAS DataBase Reference)
NIST Chemistry ReferenceStannane, hydroxytriphenyl-(76-87-9)
EPA Substance Registry SystemTriphenyltin hydroxide (76-87-9)
Safety Information
Hazard Codes T+,N
Risk Statements 24/25-26-37/38-40-41-48/23-50/53-63-36/37/38
Safety Statements 26-28-36/37/39-45-60-61
RIDADR UN 3146 6.1/PG 2
WGK Germany 3
RTECS WH8575000
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29319090
Hazardous Substances Data76-87-9(Hazardous Substances Data)
ToxicityLD50 oral in rat: 46mg/kg
MSDS Information
ProviderLanguage
Fentin hydroxide English
SigmaAldrich English
ALFA English
Fentin hydroxide Usage And Synthesis
Chemical PropertiesWhite to Off-White Solid. Insoluble in water; soluble in ether, benzene, and alcohol.
UsesTriphenyltin Hydroxide is an organotin compound. Triphenyltin Hydroxide is used as a fungicide and antifeeding compound for insect control. Recent studies show that Triphenyltin Hydroxide may have adv erse effects on the reproductive and immune systems and may disrupt the endocrine system.
UsesReactant involved in transmetalation reactions with Ir clusters. Reactant involved in synthesis of (E)-(Nitrophenyl)propenoic acid organotin(IV) carboxylates with antitumor activity, triorganotin chrysanthemumates for larvicidal studies, polynuclear organotin(IV) carboxylates containing ferrocenyl moieties for antitumor investigation, organotin(IV) aminophenylacrylate complexes, 4-Biphenylcarboxylic acid derivatives for in vitro cytotoxicity studies.
DefinitionChEBI: An organotin compound that is triphenylstannane in which the hydrogen attached to tin is replaced by a hydroxy group. A fungicide used to control a variety of infections including blight on potatoes, leaf spot on sugar beet and alternaria blight on carrots
General DescriptionOdorless white powder. Stable at room temperature. Melting point 121-123°C. Moderately soluble in most organic solvents (Farm Chemical Handbook). Insoluble in water. Non corrosive. Used as a fungicide.
Reactivity ProfileFentin hydroxide is sensitive to temperatures above 113°F and prolonged exposure to light. Incompatible with strongly acidic compounds. Also incompatible with oils used in oil spray formulations .
Fire HazardFlash point data for Fentin hydroxide are not available; however, Fentin hydroxide is probably combustible.
Biochem/physiol ActionsKeratin 19 (KRT19) is a type I cytokeratin involved in the formation of intermediate filaments in other cells. It is also involved in the myofiber organization. It is localized at the costameres of striated muscle. KRT19 serves as a connector between contractile apparatus and dystrophin at the costamere of striated muscle. It has been postulated that KRT19 can bind directly with the N-terminal actin-binding domain of dystrophin, neurofilaments, vimentin and plectin. It also functions as a biomarker for the diagnosis of endometriosis.
Purification MethodsWest, Baney and Powell [J Am Chem Soc 82 6269 1960] purified a sample which was grossly contaminated with tetraphenyltin and diphenyltin oxide by dissolving it in EtOH, most of the impurities remaining behind as an insoluble residue. Evaporation of the EtOH extract gave the crude hydroxide which was converted to triphenyltin chloride (above) by grinding in a mortar under 12M HCl, then evaporating the acidic solution. The chloride, after crystallisation from EtOH, had m 104-105o. It was dissolved in Et2O and converted to the hydroxide by stirring with excess aqueous ammonia. The ether layer was separated, dried, and evaporated to give triphenyltin hydroxide which, after crystallisation from EtOH (or MeCN) and drying under vacuum, was in the form of white crystals (m 119-120o), which retained some cloudiness in the melt above 120o. The hydroxide retains water (0.1-0.5 moles of water per mole) tenaciously. [Glidewell & Liles Acta Cryst (B) 34 129 1978, Beilstein 16 H 914, 16 I 540, 16 II 625, 16 III 1240, 16 IV 1606.]
Fentin hydroxide Preparation Products And Raw materials
Preparation ProductsTriphenyltin acetate
triphenyltin 3,5-diisopropylsalicylate Ammonium hydroxide Dibutyltin oxide Lactulose Hydroxide TRIPHENYLBORANE TRIPHENYL TIN-P-ACETAMINO BENZOATE ACRYLOXYTRIPHENYLTIN TRIPHENYLTIN HYDRIDE Triphenyltin acetate Fentin hydroxide BIS(TRIPHENYLTIN) OXIDE (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE Sodium hydroxide Triphenylphosphine oxide Triphenylphosphine Aluminum hydroxide TRI-P-TOLYLHYDROXYTIN

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