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Tripropylborane

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Identification
Molecular formula
C9H21B
CAS number
625-94-5
IUPAC name
tripropylborane
State
State

At room temperature, tripropylborane is a liquid. It must be handled carefully due to its reactivity, especially in the presence of oxygen. The compound is managed in inert atmospheres for safety reasons and to maintain its stability.

Melting point (Celsius)
-84.00
Melting point (Kelvin)
189.15
Boiling point (Celsius)
153.00
Boiling point (Kelvin)
426.15
General information
Molecular weight
156.07g/mol
Molar mass
156.0720g/mol
Density
0.7265g/cm3
Appearence

Tripropylborane is a liquid with a clear and colorless appearance when pure. It may form a layer on exposure to air because of oxidation. Proper handling and storage are required to maintain its clarity and prevent discoloration or the formation of precipitates.

Comment on solubility

Solubility of Tripropylborane

Tripropylborane, with the chemical formula B(C3H7)3, is an organoboron compound known for its unique solubility properties. Here are some notable points regarding its solubility:

  • Insolubility in Water: Tripropylborane is generally insoluble in water, which is typical for many organic boranes due to their hydrophobic alkyl chains.
  • Solubility in Organic Solvents: This compound is soluble in a range of organic solvents including hexane, toluene, and ether. This behavior enhances its utility in organic syntheses and reactions where non-polar solvents are employed.
  • Influence of Temperature: The solubility of tripropylborane in organic solvents can be affected by temperature, generally increasing with rising temperatures, which allows for better reaction conditions in various applications.

In summary, tripropylborane is characterized by its low water solubility and good solubility in non-polar organic solvents, making it a valuable compound in synthetic organic chemistry.

Interesting facts

Interesting Facts about Tripropylborane

Tripropylborane is a fascinating compound that plays a significant role in the field of synthetic organic chemistry. As a trialkylborane, it has unique properties that make it valuable for various applications. Here are some engaging insights into this compound:

  • Reactivity: Tripropylborane is known for its ability to act as a strong nucleophile. This lends itself to its use in hydroboration reactions, where it can add across carbon-carbon multiple bonds, an essential transformation in organic synthesis.
  • Synthesis: The synthesis of tripropylborane is achieved through the reaction of boron trichloride with propylmagnesium bromide. This generative method showcases the usefulness of Grignard reagents in creating organoboranes.
  • Applications: This compound is not just an academic curiosity; it finds use in:
    • Organic synthesis as a reagent.
    • Formation of organoborane complexes, which are pivotal in various coupling reactions.
    • Serving as a precursor for more complex organoborane derivatives.
  • Stability and Storage: Despite its reactivity, tripropylborane is relatively stable under an inert atmosphere, making it easier to handle in the laboratory setting. However, it must be stored carefully to prevent decomposition.
  • Scientific Importance: It plays a significant role in the development of new synthetic methodologies, and its study contributes to a deeper understanding of boron chemistry.

In summary, tripropylborane is a versatile compound with extensive implications in the world of chemistry. Its unique reactivity and utility in organic synthesis make it an exciting subject of study for chemists and students alike.

Synonyms
Tripropylborane
BORANE, TRIPROPYL-
BRN 1071220
DTXSID50149695
DTXCID6072186
4-04-00-04360 (beilstein handbook reference)
inchi=1/c9h21b/c1-4-7-10(8-5-2)9-6-3/h4-9h2,1-3h
zmpktelqgvlztd-uhfffaoysa-n
tri-n-propylboron
1116-61-6
Borine, tripropyl-