1,2-Bis(diphenylphosphino)ethane
Synonym(s):1,2-Bis(diphenylphosphino)ethane;Diphos;dppe
- CAS NO.：1663-45-2
- Empirical Formula: C26H24P2
- Molecular Weight: 398.42
- MDL number: MFCD00003047
- EINECS: 216-769-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:08:57
What is 1,2-Bis(diphenylphosphino)ethane?
Description
Dppe can also make a useful replacement for triphenylphosphine in reactions such as Mitsunobu or Staudinger reactions. The corresponding bis(phosphine oxide) by-pdt is more polar than triphenylphosphine oxide, making it often easier to separate from desired products.
Chemical properties
white to light yellow crystal powde
The Uses of 1,2-Bis(diphenylphosphino)ethane
1,2-Bis(diphenylphosphino)ethane is a bidendate ligand used in coordination chemistry to prepare metal complexes. It is involved in the metal-catalyzed allylic alkylation and decarboxylation of allylic esters. It is also used in 1,3-diene synthesis. Further, it is used in cycloaddition reactions and carbonylation reactions. In addition to this, it is used to prepare bis(dicyclohexylphosphino)ethane by hydrogenation.
The Uses of 1,2-Bis(diphenylphosphino)ethane
suzuki reaction
Definition
ChEBI: 1,2-bis(diphenylphosphino)ethane is a tertiary phosphine and a member of diphosphanes. It has a role as an allergen.
Purification Methods
Recrystallise it from aqueous EtOH or *C6H6. The dimethiodide, when recrystallised from MeOH has m 305-307o, and the dioxide when recrystallised from toluene or DMF (needles), or *C6H6 (plates) has m 252-254o (276-278o) [Isslieb et al. Chem Ber 92 3175 1959, NMR: Aquiar et al. J Org Chem 29 1660 1964, B.ckvall et al. J Org Chem 52 5430 1987]. [Beilstein 16 IV 958.]
Properties of 1,2-Bis(diphenylphosphino)ethane
| Melting point: | 137-142 °C (lit.) |
| Boiling point: | 514.8±33.0 °C(Predicted) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Soluble in acetone, methanol and alcoholic hydrochloric acid. |
| form | Crystalline Powder or Crystals |
| appearance | White solid |
| color | White to off-white |
| Sensitive | Air Sensitive |
| BRN | 761261 |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. May be air-sensitive. |
| InChI | InChI=1S/C26H24P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20H,21-22H2 |
| CAS DataBase Reference | 1663-45-2(CAS DataBase Reference) |
| NIST Chemistry Reference | Phosphine, 1,2-ethanediylbis[diphenyl-(1663-45-2) |
| EPA Substance Registry System | Phosphine, 1,2-ethanediylbis[diphenyl- (1663-45-2) |
Safety information for 1,2-Bis(diphenylphosphino)ethane
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P405:Store locked up. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P501:Dispose of contents/container to..… |
Computed Descriptors for 1,2-Bis(diphenylphosphino)ethane
| InChIKey | QFMZQPDHXULLKC-UHFFFAOYSA-N |
| SMILES | C1C=CC=CC=1P(CCP(C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1 |
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