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1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate)
[CAS# 1002345-50-7]

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Complete supplier list of 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate)
Identification
Classification Organic raw materials >> Organic phosphine compound
Name 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate)
Molecular Structure CAS # 1002345-50-7, 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate)
Molecular Formula C27H50P2.2(BF4).2H
Molecular Weight 612.26
CAS Registry Number 1002345-50-7
EC Number 635-571-0
SMILES [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1CCC(CC1)[PH+](CCC[PH+](C2CCCCC2)C3CCCCC3)C4CCCCC4
Properties
Melting point 154-155 ºC*
* Martinelli, Joeseph R.; Angewandte Chemie, International Edition 2007, V46(44), P8460-8463.
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H315-H319-H332-H335    Details
Precautionary Statements P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Specific target organ toxicity - single exposureSTOT SE3H335
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.4H332
Skin corrosionSkin Corr.1CH314
Serious eye damageEye Dam.1H318
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate) is a noteworthy compound in the realm of organic chemistry and catalysis. This compound, also known as a dicationic phosphonium salt, has garnered attention for its role in various catalytic processes, particularly in transition metal-catalyzed reactions. Its discovery and subsequent applications have provided chemists with a versatile tool for enhancing reaction efficiency and selectivity.

The compound consists of a propane backbone with two dicyclohexylphosphonium groups attached at the 1 and 3 positions. These positively charged phosphonium groups are balanced by two tetrafluoroborate anions, resulting in a stable salt. The presence of the bulky dicyclohexyl groups imparts significant steric hindrance, which can influence the reactivity and selectivity of the catalytic processes in which it is employed.

The discovery of 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate) was driven by the need for highly effective and selective catalysts in organic synthesis. Researchers exploring new avenues in organophosphorus chemistry identified the potential of dicationic phosphonium salts to serve as ligands and stabilizers in various catalytic systems. This led to the synthesis and subsequent investigation of the compound's properties and applications.

One of the most significant applications of 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate) is in transition metal-catalyzed cross-coupling reactions. These reactions, essential for forming carbon-carbon and carbon-heteroatom bonds, are foundational in the synthesis of pharmaceuticals, agrochemicals, and complex organic molecules. The compound's ability to stabilize reactive intermediates and enhance the activity of transition metal catalysts has made it a valuable additive in these processes.

Additionally, the compound has been employed in the development of novel catalytic systems for olefin metathesis and polymerization reactions. Its unique steric and electronic properties can modulate the behavior of metal catalysts, leading to improved yields and selectivities in these reactions. As a result, it has become an important tool in both academic research and industrial applications.

Beyond its use in catalysis, 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate) has also been explored for its potential in materials science. Its ionic nature and the presence of bulky phosphonium groups make it a candidate for the design of ionic liquids and other functional materials with specialized properties, such as enhanced conductivity or thermal stability.

In summary, 1,3-Bis(dicyclohexylphosphonium)propane bis(tetrafluoroborate) is a compound of significant interest due to its role in catalysis and potential applications in materials science. Its discovery has enabled the development of more efficient and selective catalytic processes, contributing to advances in organic synthesis and beyond.
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