Fentin hydroxide
Synonym(s):Triphenyltin hydroxide;Fentin hydroxide;Hydroxytriphenylstannane;K19;Keratin type I cytoskeletal 19
- CAS NO.:76-87-9
- Empirical Formula: C18H16OSn
- Molecular Weight: 367.03
- MDL number: MFCD00013928
- EINECS: 200-990-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:15:30
What is Fentin hydroxide?
Chemical properties
White to Off-White Solid. Insoluble in water; soluble in ether, benzene, and alcohol.
The Uses of Fentin hydroxide
Triphenyltin 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.
The Uses of Fentin hydroxide
Reactant 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.
Definition
ChEBI: 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 Description
Odorless 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 Profile
Fentin 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 Hazard
Flash point data for Fentin hydroxide are not available; however, Fentin hydroxide is probably combustible.
Biochem/physiol Actions
Keratin 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 Methods
West, 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.]
Properties of Fentin hydroxide
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 |
pka | 3.98±0.70(Predicted) |
color | Off-white |
Water Solubility | <0.1 g/100 mL at 21 ºC |
Merck | 14,9745 |
BRN | 4139186 |
Exposure limits | ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin) NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3 |
CAS DataBase Reference | 76-87-9(CAS DataBase Reference) |
NIST Chemistry Reference | Stannane, hydroxytriphenyl-(76-87-9) |
EPA Substance Registry System | Triphenyltin hydroxide (76-87-9) |
Safety information for Fentin hydroxide
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09 |
GHS Hazard Statements |
H311:Acute toxicity,dermal H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity H371:Specific target organ toxicity, single exposure H372:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P202:Do not handle until all safety precautions have been read and understood. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Fentin hydroxide
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