Chemistry:1,2-Bis(dichlorophosphino)ethane
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| 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 | |
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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 pictograms | 
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| GHS Signal word | Danger |
| H314 | |
| P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, 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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Tracking categories (test):
1,2-Bis(dichlorophosphino)ethane is an organophosphorus compound with the formula (CH2PCl2)2. A colorless liquid, it is a precursor to chelating diphosphines.
Synthesis and reactions
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
References
- ↑ 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.
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