HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Bis(diphenylphosphino)ethane
DIPHOS · BIS(DIPHENYLPHOSPHINO)ETHANE · 1,2-BIS(DIPHENYLPHOSPHINE)ETHANE · 1,2-Bis(diphenylphos · 1,2-Bis(diphenylphosphanyl)ethane · 1,2-Bis(diphenylphosphono)ethane · 1,2-Bis(diphenylphosphino)ethane, Diphos · 98% DPPE
Identifiers & Physical Properties
| CAS No. | 1663-45-2 |
|---|---|
| Molecular formula | C26H24P2 |
| Average molar mass | 398.4 g/mol |
| Monoisotopic mass | 398.13532403 g/mol |
| SMILES | c1ccc(P(CCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1 |
| InChIKey | QFMZQPDHXULLKC-UHFFFAOYSA-N |
| PubChem CID | 74267 |
| ChEMBL | CHEMBL68683 |
| ChEBI | CHEBI:30669 |
| EC No. | 216-769-2 |
| DTXSID | DTXSID2061858 |
Chemical & Physical Properties
| XLogP | 5.9 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 7 |
| Heavy atoms | 28 |
| Formal charge | 0 |
| Complexity | 336 |
| Chemical classes | Other Classes -> Phosphorus Compounds |
| Physical Description | White to off-white crystals[Acros Organics MSDS] |
| Melting point | 137-142 °C (lit.) |
| Boiling point | 514.8±33.0 °C(Predicted) |
| Storage conditions | Inert atmosphere,Room Temperature |
| Solubility | Soluble in acetone, methanol and alcoholic hydrochloric acid. |
| Physical state | Crystalline Powder or Crystals |
| Color | White to off-white |
| Sensitivity | 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 |
| InChIKey | QFMZQPDHXULLKC-UHFFFAOYSA-N |
| SMILES | C1C=CC=CC=1P(CCP(C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1 |
| CAS DataBase Reference | 1663-45-2(CAS DataBase Reference) |
| FDA UNII | KL33QE52I4 |
| NIST Chemistry Reference | Phosphine, 1,2-ethanediylbis[diphenyl-(1663-45-2) |
| EPA Substance Registry System | Phosphine, 1,2-ethanediylbis[diphenyl- (1663-45-2) |
| UNSPSC Code | 12352002 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H335 |
| GHS precautionary statements | P261-P271-P304+P340+P312-P403+P233-P405-P501 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 22-24/25-37/39-26-36 |
| Water hazard class (WGK) | 3 |
| F | 9 |
| TSCA inventory status | TSCA listed |
| Customs code | 29310095 |
| Storage class | 11 - Combustible Solids |
| Hazard class | STOT SE 3 |
Safety & Regulations
| GHS classification | WarningH315 (84.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 13 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Phosphine, 1,2-ethanediylbis[diphenyl-PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance. |
| Hazards summary | An irritant[Acros Organics MSDS] See Triphenylphosphine. |
| Hazard Classes and Categories | Skin Irrit. 2 (84.6%) |
| F | 9 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29310095 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 22-24/25-37/39-26-36 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H335 |
| Hazard class | STOT SE 3 |
| GHS precautionary statements | P261-P271-P304+P340+P312-P403+P233-P405-P501 |
Applications & Uses
Uses
suzuki reaction
Uses
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.