Skip to Content
MilliporeSigma

Key Documents

View All Documentation

740845

5-[Di(1-adamantyl)phosphino]-1′,3′,5′-triphenyl-1′H-[1,4′]bipyrazole

97%, solid

Synonym(s):

Ad-BGPhos, 5-[Bis(1-adamantyl)phosphino]-1′,3′,5′-triphenyl-1,4′-bi-1H-pyrazole, Adamantyl-BippyPhos

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C44H47N4P
CAS Number:
1239478-87-5
Molecular Weight:
662.84
UNSPSC Code:
12161600
PubChem Substance ID:
329765445
NACRES:
NA.22
MDL number:
MFCD22200502
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

5-[Di(1-adamantyl)phosphino]-1′,3′,5′-triphenyl-1′H-[1,4′]bipyrazole, 97%

Quality Level

100

assay

97%

form

solid

reaction suitability

reagent type: ligand

mp

295-300 °C

storage temp.

2-8°C

SMILES string

C1[C@@H]2C[C@@H]3C[C@H]1C[C@](C2)(C3)P(c4ccnn4-c5c(nn(-c6ccccc6)c5-c7ccccc7)-c8ccccc8)[C@@]9%10C[C@@H]%11C[C@@H](C[C@@H](C%11)C9)C%10

InChI

1S/C44H47N4P/c1-4-10-36(11-5-1)40-42(41(37-12-6-2-7-13-37)47(46-40)38-14-8-3-9-15-38)48-39(16-17-45-48)49(43-24-30-18-31(25-43)20-32(19-30)26-43)44-27-33-21-34(28-44)23-35(22-33)29-44/h1-17,30-35H,18-29H2/t30-,31+,32-,33-,34+,35-,43-,44-

InChI key

IHFBOUNFWVRWAQ-GOSCEEDCSA-N

Application

5-[Di(1-adamantyl)phosphino]-1′,3′,5′-triphenyl-1′H-[1,4′]bipyrazole (Ad-BippyPhos) is an effective ligand that catalyzes C-O coupling reactions of aryl and heteroaryl bromides/chlorides with primary aliphatic alcohols. It can also be used as a catalyst in the synthesis of fluorinated anilines by coupling fluoroalkylamines with aryl bromides and chlorides.

Other Notes

Store at 2-8 °C.

Storage Class

11 - Combustible Solids

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

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

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

Visit the Document Library

Gowrisankar, S.; et al.
ChemCatChem, 3, 1439-1441 (2011)
S. Gowrisankar, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 2498-2502 (2012)
Palladium-catalyzed arylation of fluoroalkylamines.
Brusoe A T and Hartwig J F
Journal of the American Chemical Society, 137(26), 8460-8468 (2015)
View All Related Papers

Global Trade Item Number

SKUGTIN
740845-5G04061833339008
740845-1G04061826549452
740845-250MG04061826549469