Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

43162

Sigma-Aldrich

2-(Diphenylphosphino)ethylamine

≥95.0% (GC)

Synonym(s):

(2-Aminoethyl)diphenylphosphine, 1-Amino-2-(diphenylphosphino)ethane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H16NP
CAS Number:
4848-43-5
Molecular Weight:
229.26
Beilstein:
644931
MDL number:
MFCD00233831
UNSPSC Code:
12352116
PubChem Substance ID:
57650168
NACRES:
NA.22

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Rhodium-P, O-bidentate coordinated ureaphosphine ligands for asymmetric hydrogenation reactions
Dalton Transactions, 39(8), 1929-1931 (2010)
A highly active catalyst for the hydrogenation of amides to alcohols and amines
Angewandte Chemie (International Edition in English), 50(44), 10377-10380 (2011)
Nickel-catalyzed reductive [2+ 2] cycloaddition of alkynes
Canellas S, et al.
Journal of the American Chemical Society, 140(50), 17349-17355 (2018)
Youngwon Kim et al.
Journal of inorganic biochemistry, 205, 111015-111015 (2020-02-08)
A pyrrolyl-iminophosphine (PNNH) which would act as a potential terdentate ligand has been prepared by Schiff base reaction. Complexes [M(PNN)X] (M = Ni; X = Cl (1), Pd; X = Cl (2), Br (3), I (4), M = Pt; X = Cl (5)) were prepared. The title complexes were characterized

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service