Tributyltin hydride

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Identification

Molecular formula
C12H28Sn
CAS Number
688-73-3
IUPAC Name
sulfanide;tributylstannane;tributylstannanylium
Molecular Weight
291.13g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1784g/cm3
Interesting facts

Interesting Facts about Tributylstannane

Tributylstannane, commonly referred to as stannane, is an organotin compound that has garnered significant attention in the realms of organic chemistry and materials science. Here are some intriguing aspects of this fascinating compound:

  • Versatile Reagent: Tributylstannane is widely used as a reagent in various chemical reactions, particularly in the formation of carbon-carbon bonds. This ability makes it a valuable tool in organic synthesis.
  • Stabilizing Properties: The presence of tin atoms in the molecular structure allows tributylstannane to stabilize reactive intermediates in chemical reactions, leading to improved reaction yields.
  • Electrophilic Character: Due to the nature of the tin-carbon bonds, tributylstannane can function as an electrophile, which can participate in numerous nucleophilic substitution reactions. This property is pivotal in synthesizing complex organic molecules.
  • Environmental Considerations: While tributylstannane has beneficial uses, its environmental impact has raised concerns. It is important to handle it with care due to its potential toxicity, especially to aquatic life. This necessitates ongoing research into safer alternatives and disposal methods.
  • Recognition in Historical Context: The application of organotin chemistry in modern science has roots dating back to the mid-20th century, when compounds like tributylstannane began to emerge in research laboratories, paving the way for advancements in chemistry.

In conclusion, tributylstannane is much more than just an organotin compound; it serves as a crucial component in advancing the field of organic chemistry while also highlighting the need for responsible environmental stewardship.

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