Fentin acetate

Last updated
Fentin acetate [1]
Ph3SnOAc.svg
Names
IUPAC name
(acetoxy)(triphenyl)stannane
Other names
Phentin acetate; Triphenyltin acetate; Triphenylstannyl acetate; Acetic acid tri(phenyl)stannyl ester, Brestan
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.011.804 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 212-984-0
KEGG
PubChem CID
UNII
  • InChI=1S/3C6H5.C2H4O2.Sn/c3*1-2-4-6-5-3-1;1-2(3)4;/h3*1-5H;1H3,(H,3,4);/q;;;;+1/p-1 Yes check.svgY
    Key: WDQNIWFZKXZFAY-UHFFFAOYSA-M Yes check.svgY
  • InChI=1/3C6H5.C2H4O2.Sn/c3*1-2-4-6-5-3-1;1-2(3)4;/h3*1-5H;1H3,(H,3,4);/q;;;;+1/p-1/rC18H15Sn.C2H4O2/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2(3)4/h1-15H;1H3,(H,3,4)/q+1;/p-1
    Key: WDQNIWFZKXZFAY-FRUPRYIZAN
  • [O-]C(=O)C.c3c([Sn+](c1ccccc1)c2ccccc2)cccc3
Properties
C20H18O2Sn
Molar mass 409.07 g/mol
Melting point 122-124 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Very toxic
Dangerous for the environment
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-skull.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
Warning
H301, H311, H315, H318, H330, H335, H351, H361d, H372, H410
P201, P202, P260, P264, P270, P271, P273, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P320, P330, P332+P313, P361, P363, P391, P403+P233, P405, P501
Lethal dose or concentration (LD, LC):
21 mg/kg (guinea pig, oral)
30 mg/kg (rabbit, oral)
81 mg/kg (mouse, oral)
125 mg/kg (rat, oral) [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Fentin acetate is an organotin compound with the formula (C6H5)3SnO2CCH3. It is a colourless solid that was previously used as a fungicide. [3] [4]

Contents

Structure

Most carboxylates of triphenyltin adopt polymeric structures with five-coordinate Sn centers. [5]

Related Research Articles

<span class="mw-page-title-main">Tin</span> Chemical element with atomic number 50 (Sn)

Tin is a chemical element; it has symbol Sn and atomic number 50. A silvery-colored metal, tin is soft enough to be cut with little force, and a bar of tin can be bent by hand with little effort. When bent, the so-called "tin cry" can be heard as a result of twinning in tin crystals.

Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound of tin and chlorine with the formula SnCl4. It is a colorless hygroscopic liquid, which fumes on contact with air. It is used as a precursor to other tin compounds. It was first discovered by Andreas Libavius (1550–1616) and was known as spiritus fumans libavii.

<span class="mw-page-title-main">Organotin chemistry</span> Branch of organic chemistry

Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin–carbon bonds. The first organotin compound was diethyltin diiodide, discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory.

<span class="mw-page-title-main">Tin(II) chloride</span> Chemical compound

Tin(II) chloride, also known as stannous chloride, is a white crystalline solid with the formula SnCl2. It forms a stable dihydrate, but aqueous solutions tend to undergo hydrolysis, particularly if hot. SnCl2 is widely used as a reducing agent (in acid solution), and in electrolytic baths for tin-plating. Tin(II) chloride should not be confused with the other chloride of tin; tin(IV) chloride or stannic chloride (SnCl4).

<span class="mw-page-title-main">Tin(IV) oxide</span> Chemical compound known as stannic oxide, cassiterite and tin ore

Tin(IV) oxide, also known as stannic oxide, is the inorganic compound with the formula SnO2. The mineral form of SnO2 is called cassiterite, and this is the main ore of tin. With many other names, this oxide of tin is an important material in tin chemistry. It is a colourless, diamagnetic, amphoteric solid.

<span class="mw-page-title-main">Tin(II) hydroxide</span> Chemical compound

Tin(II) hydroxide, Sn(OH)2, also known as stannous hydroxide, is an inorganic compound tin(II). The only related material for which definitive information is available is the oxy hydroxide Sn6O4(OH)4, but other related materials are claimed. They are all white solids that are insoluble in water.

<span class="mw-page-title-main">Palladium(II) acetate</span> Chemical compound

Palladium(II) acetate is a chemical compound of palladium described by the formula [Pd(O2CCH3)2]n, abbreviated [Pd(OAc)2]n. It is more reactive than the analogous platinum compound. Depending on the value of n, the compound is soluble in many organic solvents and is commonly used as a catalyst for organic reactions.

<span class="mw-page-title-main">Tin(II) sulfate</span> Chemical compound

Tin(II) sulfate (SnSO4) is a chemical compound. It is a white solid that can absorb enough moisture from the air to become fully dissolved, forming an aqueous solution; this property is known as deliquescence. It can be prepared by a displacement reaction between metallic tin and copper(II) sulfate:

Organogermanium chemistry is the science of chemical species containing one or more C–Ge bonds. Germanium shares group 14 in the periodic table with carbon, silicon, tin and lead. Historically, organogermanes are considered as nucleophiles and the reactivity of them is between that of organosilicon and organotin compounds. Some organogermanes have enhanced reactivity compared with their organosilicon and organoboron analogues in some cross-coupling reactions.

Tin(IV) iodide, also known as stannic iodide, is the chemical compound with the formula SnI4. This tetrahedral molecule crystallizes as a bright orange solid that dissolves readily in nonpolar solvents such as benzene.

<span class="mw-page-title-main">Trimethyltin chloride</span> Chemical compound

Trimethyltin chloride is an organotin compound with the formula (CH3)3SnCl. It is a white solid that is highly toxic and malodorous. It is susceptible to hydrolysis.

<span class="mw-page-title-main">Triphenyltin chloride</span> Chemical compound

Triphenyltin chloride is an organotin compound with formula Sn(C6H5)3Cl. It is a colourless solid that dissolves in organic solvents. It slowly reacts with water. The main use for this compound is as a fungicide and antifoulant. Triphenyl tin chloride is used as a chemosterilant. Triphenyl tins used as an antifeedants against potato cutworm.

<span class="mw-page-title-main">Tetramethyltin</span> Chemical compound

Tetramethyltin is an organometallic compound with the formula (CH3)4Sn. This liquid, one of the simplest organotin compounds, is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It is volatile and toxic, so care should be taken when using it in the laboratory.

Tin(II) sulfide is a chemical compound of tin and sulfur. The chemical formula is SnS. Its natural occurrence concerns herzenbergite (α-SnS), a rare mineral. At elevated temperatures above 905 K, SnS undergoes a second order phase transition to β-SnS (space group: Cmcm, No. 63). In recent years, it has become evident that a new polymorph of SnS exists based upon the cubic crystal system, known as π-SnS (space group: P213, No. 198).

<span class="mw-page-title-main">Triphenyltin hydroxide</span> Chemical compound

Triphenyltin hydroxide is an organotin compound with formula Sn(C6H5)3OH. Triphenyltin hydroxide is used as a fungicide for potatoes, sugar beets, and pecans. It was first registered for use as a pesticide in the United States in 1971.

<span class="mw-page-title-main">Tin(IV) bromide</span> Chemical compound

Tin(IV) bromide is the chemical compound SnBr4. It is a colourless low melting solid.

Triphenyltin compounds are organotin compounds with the general formula (C6H5)3SnX. They contain the triphenyltin group, (C6H5)3Sn, or Ph3Sn, which consists of an atom of tin bonded to three phenyl groups. Examples of triphenyltins include:

<span class="mw-page-title-main">Stannoxane</span>

Stannoxane is a functional group in organotin chemistry with the connectivity SnIV−O−SnIV. Aside from the oxide group, usually 3 or 4 other substituents are attached to tin. In aqueous or aquatic environments, most organotin compounds contain this group.

<span class="mw-page-title-main">Tin(IV) nitrate</span> Chemical compound

Tin(IV) nitrate is a salt of tin with nitric acid. It is a volatile white solid, subliming at 40 °C under a vacuum. Unlike other nitrates, it reacts with water to produce nitrogen dioxide.

Tin(IV) acetate is the acetate salt of tin(IV), with the chemical formula of Sn(CH3COO)4.

References

  1. Fentin acetate at Sigma-Aldrich
  2. "Tin (organic compounds, as Sn)". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. G. G. Graf "Tin, Tin Alloys, and Tin Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH. doi : 10.1002/14356007.a27_049
  4. Fentin Acetate. PubChem. National Library of Medicine. NIH. Accessed 13 July 2023.
  5. Weng Ng, Seik; Lan Chin, Kwai; Wei, Chen; Kumar Das, V.G.; Butcher, Ray J. (1989). "Variable-temperature tin-119m Mössbauer spectroscopic and x-ray crystallographic study of triphenyltin(IV) chloroacetate, [(C6H5)3SnOC(O)CH2Cl], and a redetermination of d[ln f(T)]/DT for triphenyltin(IV) acetate". Journal of Organometallic Chemistry. 376 (2–3): 277–281. doi:10.1016/0022-328X(89)85138-1.