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Tributyltin iodide

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Identification
Molecular formula
C12H27ISn
CAS number
5633-80-7
IUPAC name
tributyl(iodo)stannane
State
State

At room temperature, tributyltin iodide is a liquid. It is used in various applications including as a reagent in organic synthesis.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
95.00
Boiling point (Kelvin)
368.15
General information
Molecular weight
448.11g/mol
Molar mass
448.1080g/mol
Density
1.5140g/cm3
Appearence

Tributyltin iodide is typically a colorless to pale yellow liquid. It is known to be clear and transparent, but it may develop a yellow tint upon exposure to air and light due to decomposition.

Comment on solubility

Solubility of Tributyl(iodo)stannane

Tributyl(iodo)stannane, with the chemical formula C12H27I1Sn1, presents unique characteristics regarding its solubility due to its organotin structure.

This compound is generally regarded as:

  • Soluble in organic solvents: Tributyl(iodo)stannane exhibits good solubility in non-polar and some polar organic solvents. Common examples include toluene, dichloromethane, and chloroform.
  • Insoluble in water: Due to its viscous and hydrophobic nature, it is quite insoluble in water, which limits its use in aqueous environments.
  • Temperature dependence: The solubility may vary with temperature, often increasing as the temperature rises, but this behavior can differ based on the solvent involved.

In summary, tributyl(iodo)stannane's solubility properties are critical for its applications, particularly in organic synthesis and material science, where its affinity for organic media can be leveraged effectively. As with many organometallic compounds, understanding the solubility can help predict its behavior in different environments and the potential for phase interactions.

Interesting facts

Interesting Facts About Tributyl(iodo)stannane

Tributyl(iodo)stannane is an intriguing organotin compound that plays a significant role in both industrial applications and research. Here are some fascinating details about this versatile compound:

  • Structural Characteristics: Tributyl(iodo)stannane features a tin atom bonded to three butyl groups and one iodine atom, illustrating the unique properties of organotin compounds. This structure enhances its reactivity and potential utility in various chemical processes.
  • Reactivity: Its reactivity is particularly notable. The iodine substituent can act as a leaving group in nucleophilic substitution reactions, making tributyl(iodo)stannane an important reagent in synthetic organic chemistry.
  • Applications: This compound is useful in the synthesis of other organotin derivatives and has applications in pharmaceutical chemistry, particularly in the development of new compounds with biological activity.
  • Environmental Impact: Given its organotin nature, it’s essential to note the environmental implications. Organotin compounds have been studied for their toxic effects, particularly in marine environments, leading to regulatory scrutiny.
  • Chemical Versatility: Researchers often use tributyl(iodo)stannane for introducing various functional groups into organic molecules. Its ability to facilitate the formation of carbon-carbon and carbon-heteroatom bonds underscores its importance in modern organic synthesis.

In summary, tributyl(iodo)stannane is not just another organotin compound; it embodies a blend of unique chemical properties and significant practical utility, making it a compound of interest for both academic and industrial chemists. As one researcher aptly put it, "The world of organotin chemistry is as expansive as it is complex—opening doors to new molecular architectures and innovative materials."

Synonyms
Tributyltin iodide
7342-47-4
IODOTRIBUTYLTIN
Stannane, iodotributyl-
Tributyliodostannane
DTXSID20223653
DTXCID50146144
626-540-2
yhhvxvnxtmixol-uhfffaoysa-m
Iodotributylstannane
tributyl(iodo)stannane
Stannane, tributyliodo-
Tri-n-butyl tin iodide
Tin, tri-n-butyl-, iodide
Bu3SnI
tri-n-Butyliodotin
tri-n-butyltin iodide
Tributyltin iodide, technical grade, 90%
NS00126918