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Triisobutyltin chloride

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Identification
Molecular formula
C12H27ClSn
CAS number
1461-22-9
IUPAC name
chloro(triisobutyl)stannane
State
State

Triisobutyltin chloride is typically a liquid at room temperature.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.00
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.00
General information
Molecular weight
345.65g/mol
Molar mass
345.6530g/mol
Density
1.1900g/cm3
Appearence

Triisobutyltin chloride is generally a colorless liquid. Like other organotin compounds, it may appear slightly oily.

Comment on solubility

Solubility of Chloro(triisobutyl)stannane

Chloro(triisobutyl)stannane, with the formula [(C4H9)3SnCl], exhibits interesting solubility properties influenced by both its organometallic nature and the presence of the bulky triisobutyl groups.

In general, the solubility of chloro(triisobutyl)stannane can be summarized as follows:

  • Solvent Compatibility: It is soluble in many organic solvents, thanks to its non-polar triisobutyl groups.
  • Polar Solvents: The compound exhibits limited solubility in polar solvents such as water due to the hydrophobic character of the triisobutyl chains.
  • Non-Polar Solvents: It shows good solubility in non-polar solvents like hexane and toluene, where it can participate in various organic reactions.

As a rule of thumb, compounds that are organometallic and possess large organic substituents tend to be more soluble in non-polar environments. In the case of chloro(triisobutyl)stannane, the presence of chlorine provides some degree of polarity; however, this is largely overshadowed by the substantial non-polar character of the triisobutyl groups.

In conclusion, the solubility behavior of chloro(triisobutyl)stannane can be articulated as being primarily non-polar, making it suitable for varied applications in organic synthesis where non-polar solvents dominate.

Interesting facts

Interesting Facts about Chloro(triisobutyl)stannane

Chloro(triisobutyl)stannane is a fascinating organotin compound with various applications in both industrial and experimental settings. Here are some notable aspects of this compound:

  • Organotin Chemistry: As part of the organotin family, chloro(triisobutyl)stannane showcases the unique properties and reactions of tin-containing compounds, which are widely used in chemical synthesis and catalysis.
  • Reactivity: This compound is known for its ability to act as an electrophile, participating in nucleophilic substitution reactions. This property makes it an attractive reagent for synthesizing more complex organotin products.
  • Applications: One of the primary applications of chloro(triisobutyl)stannane is in the preparation of other organotin compounds, which are significant in agriculture as biocides and in polymer chemistry as stabilizers.
  • Synthesis: Researchers often synthesize chloro(triisobutyl)stannane through the reaction of triisobutylstannane with suitable chlorinating agents. This process highlights the versatility of organotin compounds in synthetic strategies.
  • Environmental Considerations: As with many organotin compounds, there are ongoing discussions regarding the environmental impact, particularly in relation to marine ecosystems, where some organotin compounds have been linked to ecological disturbances.

"The chemistry of organotin compounds reminds us of the delicate balance between utility and environmental responsibility." This quote encapsulates the importance of innovation in chemistry while prioritizing sustainability.

Overall, chloro(triisobutyl)stannane serves as a prime example of the intricate relationship between organometallic chemistry and practical applications, motivating scientists to delve deeper into the world of chemical compounds.

Synonyms
Triisobutyltin chloride
Chloro(triisobutyl)stannane
STANNANE, CHLORO(TRIISOBUTYL)-
7342-38-3
EINECS 230-859-9
Stannane, chlorotriisobutyl-
Stannane, chlorotris(2-methylpropyl)-
DTXSID30223649
NHSGFFFVCFHOBS-UHFFFAOYSA-M