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392960

Sigma-Aldrich

Diphenyl-2-pyridylphosphine

97%

Synonym(s):

2-(Diphenylphosphino)pyridine, 2-Pyridyldiphenylphosphine, Diphenyl(2-pyridinyl)phosphine

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About This Item

Empirical Formula (Hill Notation):
C17H14NP
CAS Number:
37943-90-1
Molecular Weight:
263.27
MDL number:
MFCD00192108
UNSPSC Code:
12352005
PubChem Substance ID:
24864153
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

reaction suitability

reagent type: ligand
reaction type: Carbonatations
reagent type: ligand
reaction type: Dehydrogenation
reagent type: ligand
reaction type: Hydration Reaction
reagent type: ligand
reaction type: Mitsunobu Reaction
reagent type: ligand
reaction type: Stannylation

impurities

1-3% 2-bromopyridine

mp

82-84 °C (dec.) (lit.)

functional group

phosphine

SMILES string

c1ccc(cc1)P(c2ccccc2)c3ccccn3

InChI

1S/C17H14NP/c1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)17-13-7-8-14-18-17/h1-14H

InChI key

SVABQOITNJTVNJ-UHFFFAOYSA-N

Application

Ligand for metal-catalyzed carbonylations, hydration, dehydrogenative coupling, carbostannylation, distannylation, and silylation; reagent for Mitsunobu reaction.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hiroto Yoshida et al.
Organic letters, 8(18), 4157-4159 (2006-08-25)
An exo-diene moiety of various ortho-quinodimethanes, regardless of its transient character, was inserted into a Sn-Sn sigma-bond of hexabutyldistannane in the presence of a palladium catalyst, giving alpha,alpha'-bis(tributylstannyl)-o-xylenes straightforwardly.
Oshiki, T.; Yamashita, H. et al.
Organometallics, 24, 6287-6287 (2005)
Nickel-catalyzed tandem carbostannylation of alkynes and 1,2-dienes with alkynylstannanes.
Eiji Shirakawa et al.
Angewandte Chemie (International ed. in English), 43(26), 3448-3451 (2004-06-29)
Consorti, C. S.; Ebeling, G.; Dupont, J.
Tetrahedron Letters, 43, 753-753 (2002)
Xianjin Lan et al.
Journal of hazardous materials, 375, 26-32 (2019-04-30)
The worldwide environmental occurrence of natural steroid estrogens has drawn increasing concerns. However, the fate of the estrogens, especially the α-isomer of estradiol, in the environmental matrices is still obscure. Using 14C-radioactively labelled forms of these estrogens can facilitate and

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