1,2-Bis(dichlorophosphino)ethane
Appearance
Names | |
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Preferred IUPAC name
(Ethane-1,2-diyl)bis(phosphonous dichloride) | |
Other names
1,2-Ethanebis(phosphonous dichloride)
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C2H4Cl4P2 | |
Molar mass | 231.80 g·mol−1 |
Appearance | colorless liquid |
Boiling point | 68 °C (154 °F; 341 K) 1 mmHg |
Hazards | |
GHS labelling: | |
Danger | |
H314 | |
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,2-Bis(dichlorophosphino)ethane is an organophosphorus compound with the formula (CH2PCl2)2. This colorless liquid is a precursor to chelating diphosphines.
Synthesis and reactions
[edit]It is prepared by the reaction of ethylene, white phosphorus, and phosphorus trichloride:[1]
- 3 C2H4 + 0.5 P4 + 4 PCl3 → 3 (CH2PCl2)2
The compound reacts with Grignard reagents and secondary amines to give chelating ligands.[2] An often practiced use of this compound is the synthesis of 1,2-bis(dimethylphosphino)ethane.
Related compounds
[edit]References
[edit]- ^ Burt, Roger J.; Chatt, Joseph; Hussain, Wasif; Leigh, G.Jeffery (1979). "A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane". Journal of Organometallic Chemistry. 182 (2): 203–206. doi:10.1016/S0022-328X(00)94383-3.
- ^ Moloy, Kenneth G.; Petersen, Jeffrey L. (1995). "N-Pyrrolyl Phosphines: An Unexploited Class of Phosphine Ligands with Exceptional .pi.-Acceptor Character". Journal of the American Chemical Society. 117 (29): 7696–7710. doi:10.1021/ja00134a014.