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Tris(2-methylphenyl)phosphin

Tri(o-tolyl)phosphine Struktur
6163-58-2
CAS-Nr.
6163-58-2
Bezeichnung:
Tris(2-methylphenyl)phosphin
Englisch Name:
Tri(o-tolyl)phosphine
Synonyma:
P(o-tol)3;TRI-O-TOLYLPHOSPHINE;Tri-o-tolylphosphane;TRIS(2-METHYLPHENYL)PHOSPHINE;TRI-O-TOLYPHOSPHINE;TRIS(O-TOLYL)PHOSPHINE;tris(2-Methylphenyl)phosphane;tri-o-tolyl phopine;Tri-ortho-tolylphosphine;TRI(2-METHYLPHENYL)PHOSPHINE
CBNumber:
CB8128012
Summenformel:
C21H21P
Molgewicht:
304.37
MOL-Datei:
6163-58-2.mol

Tris(2-methylphenyl)phosphin Eigenschaften

Schmelzpunkt:
123-125 °C(lit.)
Siedepunkt:
412.4±44.0 °C(Predicted)
Dichte
1.16[at 20℃]
Dampfdruck
0Pa at 20℃
Flammpunkt:
198°C (388°F)
storage temp. 
Store below +30°C.
L?slichkeit
Chloroform, Ethyl Acetate
Aggregatzustand
Crystalline Powder
Farbe
White
Wasserl?slichkeit
Soluble in alcohol. Slightly soluble in cold water. Insoluble in water.
Sensitive 
air sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
661212
InChIKey
COIOYMYWGDAQPM-UHFFFAOYSA-N
LogP
7.2
CAS Datenbank
6163-58-2(CAS DataBase Reference)
NIST chemische Informationen
Phosphine, tris(2-methylphenyl)-(6163-58-2)
EPA chemische Informationen
Phosphine, tris(2-methylphenyl)- (6163-58-2)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36-37/39
WGK Germany  3
10-23
TSCA  Yes
HS Code  29319090
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P405 Unter Verschluss aufbewahren.

Tris(2-methylphenyl)phosphin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Chemische Eigenschaften

white to light yellow crystal powder.

Verwenden

Tri(o-tolyl)phosphine is used in a ruthenium-catalyzed direct amination of alcohols. It is also used in Suzuki reaction. Further, it is used in the preparation of tri-ortho-phosphinselenide by reacting with selenium as a reagent. In addition to this, it acts as a ligand in coordination chemistry.

Application

Tris(2-methylphenyl)phosphine (Eletriptan Impurity 13) is a phosphine catalyst. It can be used in the rhodium-catalyzed hydrogenation, Suzuki-Miyaura cross-coupling reactions and Heck reactions.

synthetische

Tri(o-tolyl)phosphine can be obtained by the reduction of tris(o-tolyl)phosphine oxide or prepared by the 2-bromotoluene Grignard reaction.
Procedure: To a solution of magnesuim turnings (3.11 g, 128 mmol, 3.5 equiv) in THF (50 mL) was added a small amount of 2-bromotoluene (1 mL) and 1 iodine crystal. The reaction vessel was heated until initiation occurred, where upon a solution of the remaining 2-bromotoluene (20 g, 117 mmol, 3.2 equiv in total) in THF (100 mL) was added. The reaction was set to reflux for 2 hours (colour change to black solution), after which it was cooled to 0 oC and a solution of phosphorus trichloride (5.01 g, 36.5 mmol, 1 equiv) in THF (30 mL) was added dropwise. Upon addition completion the reaction was set to reflux for 18 hours. The reaction was allowed to cool to room temperature, whereupon NH4Cl solution was added with care. The resulting solution was extracted with ether (3 x 100 mL), dried over MgSO4, filtered and concentrated in vacuo. The resulting white solid was recrystalised from ethanol to yield Tri(o-tolyl)phosphine as a white solid. (6.8 g, 62 %)

Reaktivit?t anzeigen

Tri(o-tolyl)phosphine is suitable for the following reaction types: Cross Couplings, Silylations, Buchwald-Hartwig Cross Coupling Reaction, Heck Reaction, Negishi Coupling, Stille Coupling, Suzuki-Miyaura Coupling.

l?uterung methode

It crystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 III 835.]

Tris(2-methylphenyl)phosphin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Tris(2-methylphenyl)phosphin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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6163-58-2(Tris(2-methylphenyl)phosphin)Verwandte Suche:


  • Tri(o-tolyl)phosphine,Tris(o-tolyl)phosphine
  • Tri-o-tolylphosphine, 99% 1GR
  • Tri-o-tolylphosphine, 99% 5GR
  • Tris(2-Methylphenyl)phosphine SynonyM Tri(o-Tolylphosphine)
  • Tri-o-tolylphosphine,99%
  • Phosphine, tris(2-methylphenyl)-
  • TRIS(O-TOLYL)PHOSPHINE (TOTP)
  • TRI-(O-TOLYL)-PHOSPHIN
  • Tris(o-tolyl)phosphine, 98+%
  • Tri(o-tolyl)phosphine,98+%
  • Tris(o-tolyl)phosphine Tri(2-methylphenyl)phosphine
  • Phosphine, tri-o-tolyl-
  • PHOSPHORUS TRI-O-TOLYL
  • TRIS(2-TOLYL)PHOSPHINE
  • Eletriptan Impurity 13
  • Tri(o-toL
  • Tris (o-methylphenyl) phosphorus
  • TRI(O-TOLYL)-PHOSPHINE FOR SYNTHESIS
  • Eletriptan Impurity J
  • Tri-methylphenylphosphine
  • Tri-o-toluphenyl phosphine
  • Tri-O-Tolyl Phosphine (TOTP)
  • Tris(o-methylphenyl)phosphine
  • tri-o-tolyl phopine
  • Tris(o-toIyl)phosphine
  • P(o-tol)3
  • Tri-ortho-tolylphosphine
  • TRIS(O-TOLYL)PHOSPHINE
  • TRIS(2-METHYLPHENYL)PHOSPHINE
  • TRI-O-TOLYPHOSPHINE
  • TRI-O-TOLYLPHOSPHINE
  • TRI(2-METHYLPHENYL)PHOSPHINE
  • Tri-o-tolylphosphane
  • Tri-o-tolylphosphine ,97%
  • tris(2-Methylphenyl)phosphane
  • tris(2-methylphenyl)-phosphin
  • TRI-2-TOLYLPHOSPHINE
  • TRI-O-TOLYLPHOSPHINE >97% puriss for synthesis
  • 5-norbornen-2-ol(mixture of inner and outer shapes)
  • Trio methyl phenyl phosphine
  • Tri(2-methylphenyl)phosphine (Eletriptan Impurity)
  • 6163-58-2
  • oCH3C6H43P
  • C21H21P
  • Phosphorus Compounds
  • Catalysis and Inorganic Chemistry
  • Phosphine Ligands
  • organophosphorus ligand
  • Ligand
  • Phosphine Ligands
  • Synthetic Organic Chemistry
  • Benzenes
  • Achiral Phosphine
  • Aryl Phosphine
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