Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

Safety Information

748196

Sigma-Aldrich

(1R,2R)-2-Amino-1-phenylpropyldiphenylphosphine

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

About This Item

Empirical Formula (Hill Notation):
C21H22NP
CAS Number:
799297-44-2
Molecular Weight:
319.38
MDL number:
MFCD17018768
UNSPSC Code:
12352116
PubChem Substance ID:
329765875
NACRES:
NA.22

form

solid

optical activity

[α]/D -138.0°, c = 0.5% in chloroform

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

mp

105-109 °C

functional group

phosphine

storage temp.

20-25°C

SMILES string

C[C@@H](N)[C@H](P(c1ccccc1)c2ccccc2)c3ccccc3

InChI

1S/C21H22NP/c1-17(22)21(18-11-5-2-6-12-18)23(19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17,21H,22H2,1H3/t17-,21+/m1/s1

InChI key

JWZAIGGNEGTDMG-UTKZUKDTSA-N

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBK2424V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Masato Ito et al.
Angewandte Chemie (International ed. in English), 48(7), 1324-1327 (2009-01-09)
Awakening of the Cp one: The bifunctional complex 1 facilitates the interaction with substrates bearing less electrophilic carbon atoms than ketones, epoxides, and imides. The title reaction was applicable to the reduction of Evans' asymmetric alkylation products to the chiral
Isaac J Krauss et al.
Organic letters, 5(18), 3201-3203 (2003-08-29)
[reaction: see text] A new ligand for Cu-catalyzed enantioselective additions of dialkylzincs to cyclic enones has been developed. In addition to providing good to excellent enantioselectivities with a range of cyclic enones and dialkylzincs, the ligand has several notworthy features:
Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine.
Masato Ito et al.
Journal of the American Chemical Society, 129(2), 290-291 (2007-01-11)
D. Amoroso, T.W. Graham et al.
Aldrichimica Acta, 41, 1-1 (2008)
A Saitoh et al.
The Journal of organic chemistry, 65(14), 4227-4240 (2000-07-13)
A new class of chiral amidine-phosphine hybrid ligands 7a,b, which are readily accessible from the corresponding alpha-amino acids, were developed. A versatility for construction of new ligands is desirable, by which a variety of reactions and substrates become applicable. Indeed

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