Diphenylphosphine oxide

Bezeichnung:Diphenylphosphine oxide

CAS-Nr4559-70-0

Englisch Name:Diphenylphosphine oxide

CBNumberCB1471001

SummenformelC12H11OP

Molgewicht202.19

MOL-Datei4559-70-0.mol

Diphenylphosphine oxide physikalisch-chemischer Eigenschaften

Schmelzpunkt	56-57 °C(lit.)
Siedepunkt	102-105°C 0,2mm
Brechungsindex	1.608-1.61
storage temp.	Inert atmosphere,Room Temperature
pka	25 (approx)
Aggregatzustand	Crystals
Farbe	Yellow to light orange
Wasserlöslichkeit	Slightly soluble in water.
Sensitive	Moisture Sensitive
InChI	InChI=1S/C12H11OP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,14H
InChIKey	ASUOLLHGALPRFK-UHFFFAOYSA-N
SMILES	P(=O)(C1=CC=CC=C1)C1=CC=CC=C1
CAS Datenbank	4559-70-0(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26
WGK Germany	2
HS Code	29319090
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

Diphenylphosphine oxide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
Yellow to light orange crystals
Verwenden
Used in the preparation of triarylphosphine oxides, and as asymmetric catalysts, preparation of alkenyldiphenylphosphine oxides, and Horner-Wittig reagents. It is a ligand for Buchwald-Hartwig Cross Coupling Reaction, Hydrophosphonylations and Suzuki-Miyaura Coupling.
Verwenden
suzuki reaction
Definition
ChEBI: Diphenylphosphine oxide is a member of benzenes.
Synthesis Reference(s)
Journal of the American Chemical Society, 45, p. 165, 1923 DOI: 10.1021/ja01654a024
reaction suitability
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Hydrophosphonylations
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
Synthese

There are three main methods for the synthesis of diphenylphosphine oxide. Method 1 is to use POCl3 as raw material, after Foucault alkylation reaction, lithium aluminum hydride reduction to get the target; method 2 is to use diethyl phosphite as raw material, the reaction of Gram's reagent to generate the product; method 3 by Miller et al. to use PCl3 as raw material, after Foucault alkylation reaction, and then the target by the appropriate hydrolysis, but its intermediate Ph2PCl purification is more difficult, and the yield is low, only 37.0%. only 37.0%.

Diphenylphosphine oxide Upstream-Materialien And Downstream Produkte

Diphenylphosphine oxide Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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