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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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335,H413

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Oshiki, T.; Yamashita, H. et al.
Organometallics, 24, 6287-6287 (2005)
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.
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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