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Triphenyltin acetate

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Identification
Molecular formula
C20H18O2Sn
CAS number
900-95-8
IUPAC name
acetic acid;triphenylstannane
State
State

At room temperature, triphenyltin acetate is a solid. It is typically stored under dry conditions to maintain its stability.

Melting point (Celsius)
113.00
Melting point (Kelvin)
386.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
385.06g/mol
Molar mass
385.0550g/mol
Density
1.3796g/cm3
Appearence

Triphenyltin acetate appears as a white crystalline solid that may be powdery in nature. Its pure form often exhibits a pearly sheen.

Comment on solubility

Solubility of Acetic Acid and Triphenylstannane

The solubility characteristics of acetic acid and triphenylstannane are quite different due to their structural properties and interactions with solvents.

Acetic Acid (C2H4O2)

Acetic acid is known for its high solubility in water, owing to its ability to form hydrogen bonds. Here are some key points regarding its solubility:

  • Highly Soluble: Acetic acid is miscible with water in all proportions.
  • Polar Nature: The polar –COOH group facilitates strong interactions with water molecules.
  • Solvent Versatility: It is also soluble in many organic solvents, such as ethanol and ether.

Its solubility contributes significantly to its utility in various chemical processes and applications, such as an industrial solvent and in organic synthesis.

Triphenylstannane (C18H15Sn)

In stark contrast, triphenylstannane exhibits poor solubility in water but shows some solubility in organic solvents. Here’s a breakdown of its solubility:

  • Water Insoluble: Triphenylstannane is insoluble in water, which limits its use in aqueous environments.
  • Solvent Compatibility: It dissolves well in organic solvents like benzene and toluene.
  • Hydrophobic Nature: The bulky phenyl groups reduce polar interactions, emphasizing its hydrophobic characteristic.

This particular solubility profile is essential for its applications in organometallic chemistry and materials science.

Interesting facts

Interesting Facts About Triphenylstannane

Triphenylstannane, often referred to as triphylstannyl, is an intriguing organometallic compound with significant applications in various fields of chemistry. Here are some noteworthy aspects:

  • Structure and Bonding: Triphenylstannane consists of a central tin atom bonded to three phenyl groups. This unique arrangement gives it interesting properties, especially in terms of reactivity and stability.
  • Applications in Organometallic Chemistry: It serves as a versatile reagent in organic synthesis, being used in nucleophilic substitutions and as a source of the Ph3Sn- anion, which can facilitate a variety of transformations.
  • Role in Material Science: Triphenylstannane is utilized in the fabrication of organic semiconductors due to its electronic properties, making it significant in the development of advanced materials.
  • Environmental Considerations: While it has useful industrial applications, it's essential to handle triphenylstannane with care due to concerns regarding toxicity and environmental impact associated with organotin compounds.

As a chemistry student or a researcher, understanding compounds like triphenylstannane is crucial not only for mastering organic and organometallic chemistry but also for developing practical solutions in areas like materials science and organic synthesis. Its versatility and importance continue to make it a topic of interest and research in the field.

Related Research and Studies

Numerous studies have been conducted to explore:

  • New synthetic methods utilizing triphenylstannane
  • Its behavior in catalysis
  • Potential alternatives that might offer lower toxicity

In summary, triphenylstannane is much more than just a simple compound; it represents a bridge between the realms of chemistry and practical application, encouraging further exploration and innovation in chemical sciences.