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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
4,8-Dimethyl-2-phosphabicyclo[3.3.1]nonane is a clear, colorless, air-sensitive liquid with a lemon-like odor and a boiling point of 120 °C. 4,8-Dimethyl-2 phosphabicyclo[3.3.1]nonane is a powerful reducing agent and must be handled under an inert atmosphere.
4,8-Dimethyl-2-phosphabicyclo[3.3.1]nonane finds application mainly as a building block for other phosphine derivatives, which are used as ligands in various homogeneous catalytic processes.
Purpose:
1. 4,8-Dimethyl-2-phosphabicyclo[3.3.1]nonane is used to synthesize hindered tertiary phosphines via the addition of an olefin using free radical initiators.
2. These tertiary phosphines have been used as ligands for cobalt-catalyzed hydroformylation.
3. 4,8-Dimethyl-2-phosphabicyclo[3.3.1]nonane can also be used to make bidentate phosphine ligands by its’ reaction with dihaloorganics, such as dibromo-oxylene, the palladium complexes of these ligands finding utility as catalysts.
| Canonical Smiles | CC1CCC2CC1PCC2C |
|---|---|
| IUPAC Name | 4,8-dimethyl-2-phosphabicyclo[3.3.1]nonane |
| InChIKey | ZFQDZRKZDDYFJO-UHFFFAOYSA-N |
| INCHI | 1S/C10H19P/c1-7-3-4-9-5-10(7)11-6-8(9)2/h7-11H,3-6H2,1-2H3 |
| Isomeric SMILES | CC1CCC2CC1PCC2C |
| Molecular Weight | 170.2 |
| Reaxy-Rn | 33036810 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33036810&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →| Sensitivity | air sensitive, moisture sensitive |
|---|---|
| Flash Point(°C) | 221°F |
| Boil Point(°C) | 120°C |
| Melt Point(°C) | -22°C |