Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide
[CAS# 714951-87-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Phosphine ligand
• Name: Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide
• Synonyms: Di(1-adamantyl)-n-butylphosphine hydriodide
• Molecular Formula: C₂₄H₃₉P^.HI
• Molecular Weight: 486.45
• CAS Registry Number: 714951-87-8
• EC Number: 615-297-8
• SMILES: CCCCP(C12CC3CC(C1)CC(C3)C2)C45CC6CC(C4)CC(C6)C5.I

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P231-P305+P351+P338-P403+P233-P410-P422-P501

Discovory and Applicatios

Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide is a specialized chemical compound with notable properties and applications in the field of chemistry. This compound consists of a butyl group and two tricyclo[3.3.1.1(3,7)]dec-1-yl groups attached to a central phosphorus atom, with the hydriodide form being its ionic variant. The unique structure of this compound lends it particular importance in various chemical processes.

The synthesis of Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide involves several key steps. Typically, the synthesis begins with the preparation of the base phosphine compound, Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine. This is achieved by reacting the corresponding tricyclo[3.3.1.1(3,7)]dec-1-yl derivatives with butyl bromide in the presence of a suitable phosphorus source. The resulting phosphine is then treated with hydriodic acid to form the hydriodide salt. This hydriodide form is crucial for stabilizing the phosphine and enhancing its solubility in various solvents.

One of the primary applications of Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide is in the field of organometallic chemistry. This compound serves as a ligand in coordination chemistry, where it coordinates with transition metals to form metal-phosphine complexes. These complexes are valuable in catalytic processes due to their ability to activate substrates and facilitate chemical transformations. The unique steric and electronic properties of the tricyclo[3.3.1.1(3,7)]dec-1-yl groups influence the reactivity and selectivity of the metal complexes, making Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide an important tool in designing efficient catalysts.

In addition to its use in catalysis, Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide has applications in materials science. The compound’s ability to form stable metal complexes is advantageous for the development of materials with specific electronic or optical properties. For example, metal-phosphine complexes incorporating this compound can be utilized in organic electronics, including the fabrication of organic light-emitting diodes (OLEDs) and other devices where precise control over the metal-ligand interactions is essential.

The compound also finds applications in the field of medicinal chemistry. The stability and reactivity of its metal complexes may be leveraged in the design of drug delivery systems or as part of medicinal chemistry research to explore new therapeutic agents. The hydriodide form enhances the solubility and stability of the phosphine, making it easier to handle and incorporate into various formulations.

The discovery and development of Butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine hydriodide highlight its significance in both fundamental and applied chemistry. Its unique structure and properties provide valuable insights into the design of new catalysts and materials, demonstrating the continuing importance of phosphine chemistry in advancing various technological and scientific fields.