Triphenyltin
Encyclopedia
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
Tin
Tin is a chemical element with the symbol Sn and atomic number 50. It is a main group metal in group 14 of the periodic table. Tin shows chemical similarity to both neighboring group 14 elements, germanium and lead and has two possible oxidation states, +2 and the slightly more stable +4...

 bonded to three phenyl group
Phenyl group
In organic chemistry, the phenyl group or phenyl ring is a cyclic group of atoms with the formula C6H5. Phenyl groups are closely related to benzene. Phenyl groups have six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the...

s. Examples of triphenyltins include:
  • Triphenyltin hydride
    Triphenyltin hydride
    Triphenyltin hydride is the organotin compound with the formula 3SnH. It is a white distillable oil that is soluble in organic solvents...

    , Ph3SnH

  • Triphenyltin hydroxide
    Triphenyltin hydroxide
    Triphenyltin hydroxide is an organotin compound with formula Sn3OH. 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....

    , Ph3SnOH

  • Triphenyltin chloride
    Triphenyltin chloride
    Triphenyltin chloride is an organotin compound with formula Sn3Cl. It is a colourless solid that dissolves in organic solvents. It slowly reacts with water. The main for this compound is as fungicide and antifoulant.-Hazards:...

    , Ph3SnCl

  • Triphenyltin acetate
    Fentin acetate
    Fentin acetate is an organotin compound with the formula 3SnO2CCH3. It is a colourless solid that is used as a fungicide....

    , Ph3SnOAc


Triphenyltin compounds have been used extensively as algicides and molluscicides in antifouling products since the 1960s, together with tributyltin compounds, and both these classes of compounds are of local (but not global) environmental concern because they are persistent organic pollutant
Persistent organic pollutant
thumb|right|275px|State parties to the Stockholm Convention on Persistent Organic PollutantsPersistent organic pollutants are organic compounds that are resistant to environmental degradation through chemical, biological, and photolytic processes...

s. They are also used in organic synthesis
Organic synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the construction of organic compounds via organic reactions. Organic molecules can often contain a higher level of complexity compared to purely inorganic compounds, so the synthesis of organic compounds has...

 generate radicals
Radical (chemistry)
Radicals are atoms, molecules, or ions with unpaired electrons on an open shell configuration. Free radicals may have positive, negative, or zero charge...

 or cleave
Bond cleavage
Bond cleavage, or scission, is the splitting of chemical bonds.If the two electrons in a cleaved covalent bond are divided between the products, the process is known as homolytic fission and free redicals are generated by homolytic cleavage the process is known as homolytic fission or homolysis...

 carbon-oxygen bond
Carbon-oxygen bond
A carbon–oxygen bond is a covalent bond between carbon and oxygen and one of the most abundant in organic chemistry and biochemistry. Oxygen has 6 valence electrons and prefers to share two electrons in bonding with carbon, leaving the remaining 4 nonbonding electrons in 2 lone pairs...

s.
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