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, symbol Sn and atomic number 50

Tin is a chemical element with the symbol Sn and atomic number 50. A silvery-coloured 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; this trait is shared by indium, cadmium, zinc, and mercury in its solid state.

Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound 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(II) oxide</span> Chemical compound, stannous oxide (SnO)

Tin(II) oxide is a compound with the formula SnO. It is composed of tin and oxygen where tin has the oxidation state of +2. There are two forms, a stable blue-black form and a metastable red form.

<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.

Octahedral clusters are inorganic or organometallic cluster compounds composed of six metals in an octahedral array. Many types of compounds are known, but all are synthetic.

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

Copper(II) acetate, also referred to as cupric acetate, is the chemical compound with the formula Cu(OAc)2 where AcO is acetate (CH
3
CO
2
). The hydrated derivative, Cu2(OAc)4(H2O)2, which contains one molecule of water for each copper atom, is available commercially. Anhydrous copper(II) acetate is a dark green crystalline solid, whereas Cu2(OAc)4(H2O)2 is more bluish-green. Since ancient times, copper acetates of some form have been used as fungicides and green pigments. Today, copper acetates are used as reagents for the synthesis of various inorganic and organic compounds. Copper acetate, like all copper compounds, emits a blue-green glow in a flame.

A solubility chart is a chart describing whether the ionic compounds formed from different combinations of cations and anions dissolve in or precipitate from solution.

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

Tin(IV) sulfide is a compound with the formula SnS
2
. The compound crystallizes in the cadmium iodide motif, with the Sn(IV) situated in "octahedral holes' defined by six sulfide centers. It occurs naturally as the rare mineral berndtite. It is useful as semiconductor material with band gap 2.2 eV.

Tin(II) bromide is a chemical compound of tin and bromine with a chemical formula of SnBr2. Tin is in the +2 oxidation state. The stability of tin compounds in this oxidation state is attributed to the inert pair effect.

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

Organolead chemistry is the scientific study of the synthesis and properties of organolead compounds, which are organometallic compounds containing a chemical bond between carbon and lead. The first organolead compound was hexaethyldilead (Pb2(C2H5)6), first synthesized in 1858. Sharing the same group with carbon, lead is tetravalent.

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

Tin(II) fluoride, commonly referred to commercially as stannous fluoride (from Latin stannum, 'tin'), is a chemical compound with the formula SnF2. It is a colourless solid used as an ingredient in toothpastes.

<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">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">Nickel(II) acetate</span> Chemical compound

Nickel(II) acetate is the name for the coordination compounds with the formula Ni(CH3CO2)2·x H2O where x can be 0, 2, and 4. The green tetrahydrate Ni(CH3CO2)2·4 H2O is most common. It is used for electroplating.

<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.

Sulfidostannates, or thiostannates are chemical compounds containing anions composed of tin linked with sulfur. They can be considered as stannates with sulfur substituting for oxygen. Related compounds include the thiosilicates, and thiogermanates, and by varying the chalcogen: selenostannates, and tellurostannates. Oxothiostannates have oxygen in addition to sulfur. Thiostannates can be classed as chalcogenidometalates, thiometallates, chalcogenidotetrelates, thiotetrelates, and chalcogenidostannates. Tin is almost always in the +4 oxidation state in thiostannates, although a couple of mixed sulfides in the +2 state are known,

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.