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Sigma-Aldrich

2-(Diphenylphosphino)ethylamine

≥95.0% (GC)

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Synonym(s):
(2-Aminoethyl)diphenylphosphine, 1-Amino-2-(diphenylphosphino)ethane
Empirical Formula (Hill Notation):
C14H16NP
CAS Number:
Molecular Weight:
229.26
Beilstein/REAXYS Number:
644931
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (GC)

form

liquid

reaction suitability

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
reagent type: ligand

functional group

phosphine

SMILES string

NCCP(c1ccccc1)c2ccccc2

InChI

1S/C14H16NP/c15-11-12-16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,15H2

InChI key

RXEPBCWNHKZECN-UHFFFAOYSA-N

General description

2-(Diphenylphosphino)ethylamine is a phosphine ligand that has a bidentate structure with the phosphorus atom donating two lone pair electrons to coordinate with metal atoms. It is used as a reactant to synthesize active catalyst for the selective hydrogenation of amides. In addition, it is also used as a precursor to synthesize other phosphine ligands.

Application

2-(Diphenylphosphino)ethylamine can be used as a bidentate ligand in the nickel catalyst system for the reductive [2+2] cycloaddition reaction to synthesize cyclobutenes from alkynes.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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