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

pka

3.98±0.70(Predicted)

form 

Powder

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

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 Data

76-87-9(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 46mg/kg

MSDS

• Language:English Provider:Fentin hydroxide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Fentin hydroxide Usage And Synthesis

Chemical Properties

White to Off-White Solid. Insoluble in water; soluble in ether, benzene, and alcohol.

Uses

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.

Uses

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.

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.]

Fentin hydroxide(76-87-9)Related Product Information

• Stannic oxide
• TRIPHENYLTIN HYDRIDE
• Triphenyltin acetate
• Sodium hydroxide
• Aluminum hydroxide
• TRIPHENYLBORANE
• Triphenylphosphine oxide
• Lactulose
• (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE
• Triphenylphosphine
• Ammonium hydroxide
• Triphenylantimony
• Triphenylmethyl Chloride
• VANADIUM(III) ACETYLACETONATE
• Dibutyltin oxide
• BIS(TRIPHENYLTIN) OXIDE
• ACRYLOXYTRIPHENYLTIN
• triphenyltin 3,5-diisopropylsalicylate