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348104

Sigma-Aldrich

Triphenyltin hydroxide

Synonym(s):

Fentin hydroxide, Hydroxytriphenylstannane, NSC 113243

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About This Item

Linear Formula:
(C6H5)3SnOH
CAS Number:
76-87-9
Molecular Weight:
367.03
EC Number:
200-990-6
MDL number:
MFCD00013928
UNSPSC Code:
12352103
PubChem Substance ID:
24861551
NACRES:
NA.22

mp

124-126 °C (lit.)

SMILES string

O[Sn](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/3C6H5.H2O.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H2;/q;;;;+1/p-1

InChI key

BFWMWWXRWVJXSE-UHFFFAOYSA-M

Application

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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H Matsui et al.
Experientia, 40(4), 377-378 (1984-04-15)
The sensitivity to the diabetogenic action of triphenyltin hydroxide (TPTOH) was investigated in 5 species of experimental animals. A single oral administration of TPTOH produced marked hyperglycemia and triglyceridemia in rabbits and hamsters, but no evidence of diabetes was found
C O Knowles et al.
Environmental research, 39(1), 172-179 (1986-02-01)
The effects of ten organotins on rat platelet aggregation mechanisms were examined. Bis(tri-n-butyltin)oxide was the most potent inhibitor of both ADP- and collagen-induced aggregation, and it was the only organotin that directly induced aggregation. It also increased the latent period
L G Costa
Toxicology and applied pharmacology, 79(3), 471-479 (1985-07-01)
Trimethyltin, its tetra-, di-, and monomethyl analogs, inorganic tin (Sn II and Sn IV), triethyltin, tripropyltin, tributyltin, and triphenyltin were tested for their ability in inhibiting the uptake of gamma-[3H]aminobutyric acid (GABA) into mouse forebrain synaptosomes in vitro. All organotins
K Grote et al.
Environmental research, 101(1), 81-88 (2005-09-16)
In a one-generation reproductive study, the fungicidal compound triphenyltin hydroxide (fentin) was administered to adult Japanese quail for 6 weeks at dietary levels of 3 and 30 ppm. Reproduction was significantly impaired in the high-dose group. The principal adverse finding
Marcia Sarpa et al.
Journal of toxicology and environmental health. Part A, 73(13-14), 965-971 (2010-06-22)
Fentin or triphenylthin (TPT) is an organotin compound (OTC) widely used as an agricultural fungicide and miticide. It is well known that TPT exerts adverse effects on the reproductive and immune systems and may disrupt the endocrine system, raising concerns
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