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T84409

Sigma-Aldrich

Triphenylphosphine

ReagentPlus®, 99%

Sinônimo(s):

Phosphorustriphenyl

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About This Item

Fórmula linear:
(C6H5)3P
Número CAS:
603-35-0
Peso molecular:
262.29
Beilstein:
610776
Número CE:
210-036-0
Número MDL:
MFCD00003043
Código UNSPSC:
12352100
ID de substância PubChem:
24900530
NACRES:
NA.21

densidade de vapor

9 (vs air)

Nível de qualidade

200

pressão de vapor

5 mmHg ( 20 °C)

linha de produto

ReagentPlus®

Ensaio

99%

Características

achiral

adequação da reação

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

Parâmetros

air stable

pb

377 °C (lit.)

pf

79-81 °C (lit.)

grupo funcional

phosphine

cadeia de caracteres SMILES

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

chave InChI

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Informações legais

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

Palavra indicadora

Danger

Frases de perigo

H302,H317,H318,H372

Classificações de perigo

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

Órgãos-alvo

Central nervous system,Peripheral nervous system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

356.0 °F - closed cup

Ponto de fulgor (°C)

180 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (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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Artigos

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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