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93090

Sigma-Aldrich

Triphenylphosphine

ReagentPlus®, ≥98.5%

Synonym(s):

Phosphorustriphenyl

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About This Item

Linear Formula:
(C6H5)3P
CAS Number:
603-35-0
Molecular Weight:
262.29
Beilstein/REAXYS Number:
610776
EC Number:
210-036-0
MDL number:
MFCD00003043
UNSPSC Code:
12352100
PubChem Substance ID:
329770200

vapor density

9 (vs air)

vapor pressure

5 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥98.5%

reaction suitability

reagent type: ligand

impurities

~1% triphenylphosphine oxide

bp

377 °C (lit.)

mp

79-81 °C (lit.)
79-81 °C

solubility

water: soluble 0.00017 g/L at 22 °C

functional group

phosphine

SMILES string

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

InChI key

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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Legal Information

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

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system,Peripheral nervous system

Storage Class

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

wgk_germany

WGK 2

flash_point_f

356.0 °F - closed cup

flash_point_c

180 °C - closed cup

ppe

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

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J Nourooz-Zadeh et al.
Analytical biochemistry, 220(2), 403-409 (1994-08-01)
We describe the application of the FOX2 (ferrous oxidation in xylenol orange, version 2) method to the measurement of hydroperoxides in plasma. Authentic plasma hydroperoxides can be determined by a strategy in which the hydroperoxide reductant, triphenylphosphine, is used to
Vijay Gupta et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(12), 2658-2665 (2019-12-04)
A new triazole-functionalized tetracarboxylic acid ligand (H4 L) has been synthesized and utilized for the fabrication of a 3D ZnII organic framework with a Zn4 (-COO)6 cluster as the secondary building unit. The framework exhibits very good thermal stability and
Jun Hu et al.
Chemical communications (Cambridge, England), 48(91), 11256-11258 (2012-10-17)
In the presence of triphenylphosphine, copper(II) chloride can catalyze an intermolecular ortho-acylation reaction of phenols with aryl aldehydes. The reaction proceeds smoothly with a wide range of starting materials, and furthermore, it can be used to synthesize xanthone derivatives in
Catherine J Smith et al.
Organic & biomolecular chemistry, 9(6), 1927-1937 (2011-02-02)
Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of
Tong Wang et al.
Organic & biomolecular chemistry, 9(14), 5260-5265 (2011-06-02)
The triphenylphosphine-catalyzed formal [3 + 2] cycloaddition of allenoates and trifluoromethylketones was realized to give the corresponding dihydrofurans in good yields with excellent γ-regioselectivities. Hydrogenation of the dihydrofurans gave 2,4,4-trisubstituted tetrahydrofurans in good yields with exclusive cis-selectivities.
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