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Butan-1,4-diylbis[diphenylphosphin]
DPPB · 1,4-di(diphenylphosphino)-butane · 1,4-BIS(DIPHENYLPHOSPHINE)BUTANE · 1,4-Bis(diphenylphosphanyl)butane · [4-(Diphenylphosphino)butyl](diphenyl)phosphine · TETRAMETHYLENEBIS(DIPHENYLPHOSPHINE) · 1,4-Bis(diphenylphosphino)butane, 98% 5GR · 1,4-B
![Molekülstruktur von Butan-1,4-diylbis[diphenylphosphin]](/img/chemical/82124.png)
Identifikatoren & physikalische Daten
| CAS No. | 7688-25-7 |
|---|---|
| Summenformel | C28H28P2 |
| Durchschnittliche Molmasse | 426,5 g/mol |
| Monoisotopische Masse | 426,16662416 g/mol |
| SMILES | c1ccc(P(CCCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1 |
| InChIKey | BCJVBDBJSMFBRW-UHFFFAOYSA-N |
| PubChem CID | 82124 |
| ChEMBL | CHEMBL71648 |
| EC No. | 231-698-7 |
| DTXSID | DTXSID4064769 |
| Lokaler Name | Butan-1,4-diylbis[diphenylphosphin] |
Chemische & physikalische Eigenschaften
| XLogP | 6,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 9 |
| Schwere Atome | 30 |
| Formalladung | 0 |
| Komplexität | 362 |
| Stoffklassen | Other Classes -> Phosphorus Compounds |
| SpringerMaterials Properties | Fusion temperature |
| Physical Description | White powder[MSDSonline] |
| Schmelzpunkt | 132-136 °C (lit.) |
| Siedepunkt | 542.0±33.0 °C(Predicted) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | Crystalline Powder |
| Farbe | White to almost white |
| Löslichkeit | Soluble in chloroform. Slightly soluble in water |
| BRN | 706446 |
| InChI | InChI=1S/C28H28P2/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-12,15-22H,13-14,23-24H2 |
| InChIKey | BCJVBDBJSMFBRW-UHFFFAOYSA-N |
| SMILES | P(CCCCP(C1C=CC=CC=1)C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1 |
| CAS Datenbank | 7688-25-7(CAS DataBase Reference) |
| NIST chemische Informationen | 1,4-Bis(diphenylphosphino)butane(7688-25-7) |
| EPA chemische Informationen | Phosphine, 1,4-butanediylbis[diphenyl- (7688-25-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (20.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 69 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Phosphine, 1,4-butanediylbisdiphenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritant[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (20.3%) |
| F | 10-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29319090 |
| R-Sätze (R) | 36/38-36/37/38-11 |
| Gefahrensymbole | Xi,F |
| Sicherheitshinweise (S) | 26-36-37/39-33-16-7/9 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
1,4-Bis(diphenylphosphino)butane is used in Suzuki reaction. It plays an essential role as a ligand in palladium(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates. It acts as a ligand for alkylations, isomerization reactions and in organometallic chemistry. Further, it is used in Heck reaction, Negishi coupling and Sonogashira coupling. In addition to this, it is useful in organometallic chemistry.