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T84409

Sigma-Aldrich

Triphenylphosphine

Triphenylphosphine

ReagentPlus®, 99%

Synonyme(s) :

Phosphorustriphenyl

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About This Item

Formule linéaire :
(C6H5)3P
Numéro CAS:
603-35-0
Poids moléculaire :
262.29
Beilstein:
610776
Numéro CE :
210-036-0
Numéro MDL:
MFCD00003043
Code UNSPSC :
12352100
ID de substance PubChem :
24900530
Nomenclature NACRES :
NA.21
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Densité de vapeur

9 (vs air)

Niveau de qualité

200

Pression de vapeur

5 mmHg ( 20 °C)

Gamme de produits

ReagentPlus®

Essai

99%

Caractéristiques

achiral

Capacité de réaction

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

Pertinence de la réaction

reagent type: ligand
reaction type: Cross Couplings

Paramètres

air stable

pb

377 °C (lit.)

Pf

79-81 °C (lit.)

Groupe fonctionnel

phosphine

Chaîne 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

Clé InChI

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Rhodium and triphenylphosphine catalyst system has been used for the hydroformylation of soybean, safflower and linseed oils and their methyl esters.[1] Polymer supported triphenylphosphine has been reported to efficiently catalyze the γ-addition of pronucleophiles to alkynoate.[2] Triphenylphosphine reacts with hydrated ruthenium trichloride in methanol to afford [RuCl2(PPh3)4], [RuCl2(PPh3)3] and [RuCl3(PPh3)2CH3OH].[3] It participates in the Heck reaction of 4-bromoanisole and ethyl acrylate in ionic liquids.[4]

Application

Triphenylphosphine was used in the synthesis of mono-6-amino-deoxy-6-cyclodextrin.[5] It was also employed as catalyst during the synthesis of C-aryl furanosides.[3]

Informations légales

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

Pictogrammes

Health hazardCorrosionExclamation mark
GHS08,GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H317,H318,H372

Classification des risques

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

Organes cibles

Central nervous system,Peripheral nervous system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

356.0 °F - closed cup

Point d'éclair (°C)

180 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000416423
0000416422
0000416423
0000416422
0000381094

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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)
Xi Kang et al.
Chemical science, 10(37), 8685-8693 (2019-12-06)
Structural transformations between isomers of nanoclusters provide a platform to tune their properties and understand the fundamental science due to their intimate structure-property correlation. Herein, we demonstrate a reversible transformation between the face-centered cubic (FCC) and icosahedral isomers of Pt1Ag28
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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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Reviews

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  1. 02139
    • Review 1
    • Votes 2
    5 out of 5 stars.

    High quality

    My reactions worked, high quality. Removing triphenylphosphine oxide was hard.

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