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Tetrabutylstannane

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Identification
Molecular formula
C16H36Sn
CAS number
1461-25-2
IUPAC name
tetrabutylstannane
State
State

This compound exists as a liquid at room temperature. Its state remains stable under normal conditions, though it is sensitive to air and moisture.

Melting point (Celsius)
-91.00
Melting point (Kelvin)
182.15
Boiling point (Celsius)
270.00
Boiling point (Kelvin)
543.15
General information
Molecular weight
347.18g/mol
Molar mass
347.1230g/mol
Density
1.1030g/cm3
Appearence

Tetrabutylstannane is a colorless liquid. It is transparent and often appears with a slight oily consistency. Due to its organometallic nature, it may emit a characteristic odor associated with organic tin compounds.

Comment on solubility

Solubility of Tetrabutylstannane

Tetrabutylstannane, with the chemical formula [(C4H9)4Sn], exhibits unique solubility characteristics that are intriguing to consider. This organotin compound is primarily known for its low solubility in water, which is attributed to its large hydrophobic alkyl groups. However, it is considerably more soluble in organic solvents. Here are some key points about its solubility:

  • Low Aqueous Solubility: Tetrabutylstannane's structural makeup results in poor solubility in water due to the presence of bulky hydrocarbon chains.
  • Good Solubility in Organic Solvents: It readily dissolves in non-polar and moderately polar organic solvents, making it useful in various applications.
  • Influence of Temperature: Solubility may increase with temperature in organic solvents, reflecting typical behavior of many organic compounds.

In summary, while tetrabutylstannane is not soluble in water, its solubility in organic solvents highlights its utility in chemical processes where non-aqueous environments are favorable. When handling this compound, it is essential to consider its solubility profile to maximize its effectiveness in various applications.

Interesting facts

Interesting Facts About Tetrabutylstannane

Tetrabutylstannane, often referred to as TBSt, is an organotin compound that has garnered significant interest in the fields of chemistry and materials science. Here are some fascinating aspects of this compound:

  • Structure and Composition: Tetrabutylstannane features a central tin atom bonded to four butyl groups. This unique structure allows it to interact with various ligands and substrates effectively.
  • Use in Organic Synthesis: TBSt is a valuable reagent in organic chemistry, particularly for transformations such as tin-catalyzed reactions. It serves as a source of Sn in various coupling reactions, which are fundamental for producing complex organic molecules.
  • The Need for Safety: While tetrabutylstannane has useful applications, it is crucial to handle it with care. Organotin compounds can be toxic and pose environmental hazards, making rigorous safety precautions essential during experiments.
  • Polymer Production: Tetrabutylstannane is also employed in the production of certain polymers. Its ability to act as a catalyst in polymerization processes makes it pivotal in creating materials with desirable properties.
  • Research Applications: Currently, TBSt is a subject of ongoing research, with studies focusing on its behavior as a catalyst and its potential applications in fields like nanotechnology and medicinal chemistry.

As we continue to explore the potential of tetrabutylstannane, it exemplifies how even small modifications to molecular structures can lead to significant advances in synthetic methodologies and material science.

Synonyms
TETRABUTYLTIN
Tetrabutylstannane
Stannane, tetrabutyl-
Tetra-n-butyltin
Tetra-N-butylcin
Tetra-n-butylcin [Czech]
Tetra-n-butylstannane
CCRIS 6322
HSDB 6074
EINECS 215-960-8
UNII-QJ7Y5V377V
NSC 22330
NSC 28131
NSC 65524
BRN 3648237
DTXSID4022153
TETRABUTYLTIN(IV)
NSC-22330
NSC-28131
NSC-65524
(C4H9)4Sn
DTXCID102153
TETRA-N-BUTYLTIN [HSDB]
EC 215-960-8
TETRA-N-BUTYLCIN (CZECH)
Tin tetrabutyl
Tin, tetrabutyl
Tetranbutylcin
Stannane, tetrabutyl
215-960-8
4-04-00-04312 (beilstein handbook reference)
afcakjkuyflyfk-uhfffaoysa-n
un2788
1461-25-2
Tin, tetrabutyl-
QJ7Y5V377V
tetrabutyl tin
WLN: 4-SN-4&4&4
MFCD00009422
Tetra-N-butylcin [Czech]
Tin tetra-n-butyl
Bu4Sn
NCIOpen2_008184
IPA73192
NSC22330
NSC28131
NSC65524
Tox21_302893
Tetrabutyltin, technical grade, 93%
AKOS016010486
FT60630
NCGC00164231-01
NCGC00256589-01
Terbutyltin 1000 microg/mL in Methanol
CAS-1461-25-2
Tetrabutyltin 10 microg/mL in Cyclohexane
NS00044159
T0058
EN300-93667
G77324
Q425214