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T84409

Sigma-Aldrich

Triphenylphosphine

ReagentPlus®, 99%

Sinonimo/i:

Phosphorustriphenyl

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About This Item

Formula condensata:
(C6H5)3P
Numero CAS:
603-35-0
Peso molecolare:
262.29
Beilstein:
610776
Numero CE:
210-036-0
Numero MDL:
MFCD00003043
Codice UNSPSC:
12352100
ID PubChem:
24900530
NACRES:
NA.21

Densità del vapore

9 (vs air)

Livello qualitativo

200

Tensione di vapore

5 mmHg ( 20 °C)

Nome Commerciale

ReagentPlus®

Saggio

99%

Caratteristiche

achiral

Impiego in reazioni chimiche

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings

Parametri

air stable

P. eboll.

377 °C (lit.)

Punto di fusione

79-81 °C (lit.)

Gruppo funzionale

phosphine

Stringa SMILE

c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Rhodium and triphenylphosphine catalyst system has been used for the hydroformylation of soybean, safflower and linseed oils and their methyl esters. Polymer supported triphenylphosphine has been reported to efficiently catalyze the γ-addition of pronucleophiles to alkynoate. Triphenylphosphine reacts with hydrated ruthenium trichloride in methanol to afford [RuCl2(PPh3)4], [RuCl2(PPh3)3] and [RuCl3(PPh3)2CH3OH]. It participates in the Heck reaction of 4-bromoanisole and ethyl acrylate in ionic liquids.

Applicazioni

Triphenylphosphine was used in the synthesis of mono-6-amino-deoxy-6-cyclodextrin. It was also employed as catalyst during the synthesis of C-aryl furanosides.

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Avvertenze

Danger

Indicazioni di pericolo

H302,H317,H318,H372

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1B - STOT RE 1 Inhalation

Organi bersaglio

Central nervous system,Peripheral nervous system

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

356.0 °F - closed cup

Punto d’infiammabilità (°C)

180 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
WXBD0101V
WXBC9637V
WXBC9638V
WXBC9645V
WXBC9644V

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Triphenylphosphine: a catalyst for the synthesis of C-aryl furanosides from furanosyl halides.
Nicolas L, et al.
Tetrahedron Letters, 55(4), 849-852 (2014)
Facile synthesis of mono-6-amino-6-deoxy-a-, ?-, ?-cyclodextrin hydrochlorides for molecular recognition, chiral separation and drug delivery.
Tang W and Ng S-C.
Nature Protocols, 3(4), 691-697 (2008)
New complexes of ruthenium (II) and (III) with triphenylphosphine, triphenylarsine, trichlorostannate, pyridine and other ligands.
Stephenson TA and Wilkinson G.
J. Inorg. Nucl. Chem., 28(4), 945-956 (1966)
Selective hydroformylation of polyunsaturated fats with a rhodium-triphenylphosphine catalyst.
Frankel EN and Thomas FL.
Journal of the American Oil Chemists' Society, 49(1), 10-14 (1972)
Shuxin Wang et al.
Nature communications, 8(1), 848-848 (2017-10-12)
It has long been a challenge to dope metal nanoparticles with a specific number of heterometal atoms at specific positions. This becomes even more challenging if the heterometal belongs to the same group as the host metal because of the
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Articoli

Heck Reaction

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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