Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

676632

Sigma-Aldrich

5-(Di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole

97%

Synonym(s):

BippyPhos

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C32H35N4P
CAS Number:
894086-00-1
Molecular Weight:
506.62
MDL number:
MFCD09038440
UNSPSC Code:
12352005
PubChem Substance ID:
24884860
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Amidations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Coupling Reactions

mp

169-173 °C

functional group

phosphine

SMILES string

CC(C)(C)P(c1ccnn1-c2c(nn(-c3ccccc3)c2-c4ccccc4)-c5ccccc5)C(C)(C)C

InChI

1S/C32H35N4P/c1-31(2,3)37(32(4,5)6)27-22-23-33-36(27)30-28(24-16-10-7-11-17-24)34-35(26-20-14-9-15-21-26)29(30)25-18-12-8-13-19-25/h7-23H,1-6H3

InChI key

PTXJGGGNGMPMBG-UHFFFAOYSA-N

Application

Non-proprietary ligand for palladium-catalyzed amination of aryl halides including aryl chlorides. Works best when the palladium source is Pd2(dba)3 (328774).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCM8173
MKCL9159
MKCL1725
MKCJ0125
MKCD3198

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

Brian J Kotecki et al.
Organic letters, 11(4), 947-950 (2009-01-31)
A general and practical method for the preparation of unsymmetrically substituted ureas has been developed utilizing palladium-catalyzed amidation. Both aryl bromides and chlorides, as well as heteroaryl chlorides, have been coupled to aryl, benzyl, and aliphatic ureas by using a
Achim Porzelle et al.
Organic letters, 11(1), 233-236 (2008-11-28)
The bis-pyrazole phosphine ligand BippyPhos is effective for the palladium-catalyzed cross-coupling of hydroxylamines with aryl bromides, chlorides, and iodides. Reactions proceed smoothly at 80 degrees C in toluene in the presence of Cs(2)CO(3) to give synthetically versatile N-arylhydroxylamine products in
Tetrahedron Letters, 47, 3727-3727 (2006)
Saravanan Gowrisankar et al.
Journal of the American Chemical Society, 132(33), 11592-11598 (2010-08-03)
An efficient procedure for palladium-catalyzed coupling reactions of (hetero)aryl bromides and chlorides with primary aliphatic alcohols has been developed. Key to the success is the synthesis and exploitation of the novel bulky di-1-adamantyl-substituted bipyrazolylphosphine ligand L6. Reaction of aryl halides

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