Tetravinyltin

Last updated
Tetravinyltin
Tetravinyltin.png
Names
IUPAC name
tetrakis(ethenyl)stannane
Other names
tetravinylstannane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.903 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 214-193-6
PubChem CID
  • InChI=1S/4C2H3.Sn/c4*1-2;/h4*1H,2H2;
    Key: MZIYQMVHASXABC-UHFFFAOYSA-N
  • C=C[Sn](C=C)(C=C)C=C
Properties
C8H12Sn
Molar mass 226.894 g·mol−1
AppearanceColorless liquid
Density 1.246 g/mL
Boiling point 160–163 °C (320–325 °F; 433–436 K)
Hazards
Main hazards Flammable, Toxic
Safety data sheet
GHS pictograms GHS-pictogram-flamme.svg GHS-pictogram-skull.svg
GHS Signal word Danger
H226, H301, H311, H331
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+310, P302+352, P303+361+353, P304+340, P311, P312, P321, P322, P330, P361, P363, P370+378, P403+233, P403+235
Flash point 105 °F
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

'Tetravinyltin (also known as tetravinylstannane) is an organotin compound with a chemical formula of C8H12Sn. [1]

Contents

Uses

Upon heating, a mixture of tetravinyltin and tin tetrachloride undergo disproportionation to form divinyltin dichloride, vinyltin trichloride, and trivinyltin chloride in high yields. [2] A study about this can be found in the Journal of American Chemical Society. [3]

Tetravinyltin cannot be used for therapeutic or diagnostic purposes and must only be used for research. [4] It can also be used for thin film deposition. [5]

Hazards

According to the European Chemicals Agency, tetravinyltin is flammable in liquid and gas form. It is also toxic when in contact with skin, inhaled, and swallowed. [6] Therefore, personal protective equipment must be used in handling and proper caution applied during use.

Related Research Articles

Tin Chemical element with atomic number 50

Tin is a chemical element with the symbol Sn (from Latin: stannum) and atomic number 50. Tin is a silvery metal that characteristically has a faint yellow hue. Tin, like indium, is soft enough to be cut without much force. When a bar of tin is 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 frozen mercury. Pure tin after solidifying keeps a mirror-like appearance similar to most metals. However, in most tin alloys (such as pewter), the metal solidifies with a dull gray color. Tin is a post-transition metal in group 14 of the periodic table of elements. It is obtained chiefly from the mineral cassiterite, which contains stannic oxide, SnO2. Tin shows a chemical similarity to both of its neighbors in group 14, germanium and lead, and has two main oxidation states, +2 and the slightly more stable +4. Tin is the 49th most abundant element on Earth and has, with 10 stable isotopes, the largest number of stable isotopes in the periodic table, thanks to its magic number of protons. It has two main allotropes: at room temperature, the stable allotrope is β-tin, a silvery-white, malleable metal, but at low temperatures, it transforms into the less dense grey α-tin, which has the diamond cubic structure. Metallic tin does not easily oxidize in air.

Carbon group

The carbon group is a periodic table group consisting of carbon (C), silicon (Si), germanium (Ge), tin (Sn), lead (Pb), and flerovium (Fl). It lies within the p-block.

Carbon tetrachloride Chemical compound

Carbon tetrachloride, also known by many other names (such as tetrachloromethane, also recognised by the IUPAC, carbon tet in the cleaning industry, Halon-104 in firefighting, and Refrigerant-10 in HVACR) is an organic compound with the chemical formula CCl4. It is a colourless liquid with a "sweet" smell that can be detected at low levels. It is practically not flammable at lower temperatures. It was formerly widely used in fire extinguishers, as a precursor to refrigerants and as a cleaning agent, but has since been phased out because of toxicity and safety concerns. Exposure to high concentrations of carbon tetrachloride (including vapor) can affect the central nervous system and degenerate the liver and kidneys. Prolonged exposure can be fatal.

Titanium tetrachloride Inorganic chemical compound

Titanium tetrachloride is the inorganic compound with the formula TiCl4. It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. TiCl4 is a volatile liquid. Upon contact with humid air, it forms spectacular opaque clouds of titanium dioxide (TiO2) and hydrated hydrogen chloride. It is sometimes referred to as "tickle" or "tickle 4" due to the phonetic resemblance of its molecular formula (TiCl4) to the word.

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.

Organotin chemistry

Organotin compounds or stannanes are chemical compounds based on tin with hydrocarbon substituents. Organotin chemistry is part of the wider field of organometallic chemistry. The first organotin compound was diethyltin diiodide ((C2H5)2SnI2), 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.

Tin(II) chloride 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).

Tin(II) oxide 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.

Tin(IV) oxide 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.

A chemical nomenclature is a set of rules to generate systematic names for chemical compounds. The nomenclature used most frequently worldwide is the one created and developed by the International Union of Pure and Applied Chemistry (IUPAC).

Boron trichloride is the inorganic compound with the formula BCl3. This colorless gas is a reagent in organic synthesis. It is highly reactive toward water.

Zirconium(IV) chloride Chemical compound

Zirconium(IV) chloride, also known as zirconium tetrachloride, (ZrCl4) is an inorganic compound frequently used as a precursor to other compounds of zirconium. This white high-melting solid hydrolyzes rapidly in humid air.

Tin(II) fluoride 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.

Trimethyltin chloride 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.

In chemistry, redistribution usually refers to the exchange of anionic ligands bonded to metal and metalloid centers. The conversion does not involve redox, in contrast to disproportionation reactions. Some useful redistribution reactions are conducted at higher temperatures; upon cooling the mixture, the product mixture is kinetically frozen and the individual products can be separated. In cases where redistribution is rapid at mild temperatures, the reaction is less useful synthetically but still important mechanistically.

Metal halides

Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. Covalently bonded metal halides may be discrete molecules, such as uranium hexafluoride, or they may form polymeric structures, such as palladium chloride.

Lead(IV) chloride Chemical compound

Lead tetrachloride, also known as lead(IV) chloride, has the molecular formula PbCl4. It is a yellow, oily liquid which is stable below 0 °C, and decomposes at 50 °C. It has a tetrahedral configuration, with lead as the central atom. The Pb–Cl covalent bonds have been measured to be 247 pm and the bond energy is 243 kJ⋅mol−1.

Diboron tetrachloride Chemical compound

Diboron tetrachloride is a chemical compound with the formula B2Cl4. It is a colorless liquid. The electrical discharge procedure of boron trichloride can be divided into three steps:

Vinyl tributyltin Chemical compound

Vinyl tributyltin is an organotin compound with the formula Bu3SnCH=CH2 (Bu = butyl). It is a white, air-stable solid. It is used as a source of vinyl anion equivalent in Stille coupling reactions. As a source of vinyltin reagents, early work used vinyl trimethyltin, but trimethyltin compounds are avoided nowadays owing to their toxicity.

Tin(IV) nitrate is a salt of tin with nitric acid. Unlike other nitrates it reacts with water to produce nitrogen dioxide. It was first prepared in the 1960s. Tin(IV) chloride was added to melted dinitrogen pentoxide which created tin(IV) nitrate and nitryl chloride.

References

  1. PubChem. "Tetravinyltin". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-04-21.
  2. "Tetravinyltin | Tetravinylstannane | Sn(CH=CH2)4". Ereztech. Retrieved 2021-04-21.
  3. Rosenberg, Sanders D.; Gibbons, Ambrose J. (1957-05-01). "The Disproportionation of Tetravinyltin with Tin Tetrachloride and the Cleavage of Some Vinyltin Compounds with Bromine". Journal of the American Chemical Society. 79 (9): 2138–2140. doi:10.1021/ja01566a029. ISSN   0002-7863.
  4. "Tetravinyltin | CAS 1112-56-7". www.scbt.com. Retrieved 2021-04-21.
  5. Elements, American. "Tetravinyltin". American Elements. Retrieved 2021-04-21.
  6. "Tetravinylstannane - Substance Information - ECHA". echa.europa.eu. Retrieved 2021-04-21.