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Merck
CN

392960

Diphenyl-2-pyridylphosphine

97%, solid

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:
Molecular Weight:
263.27
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Diphenyl-2-pyridylphosphine, 97%

Quality Level

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Phosphine Ligand Application Guide


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)



Global Trade Item Number

SKUGTIN
392960-5G04061833314043