Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

759171

Sigma-Aldrich

CPhos

98%

Synonym(s):

2-Dicyclohexylphosphino-2′,6′-bis(N,N-dimethylamino)biphenyl

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C28H41N2P
CAS Number:
Molecular Weight:
436.61
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

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
reaction type: Cross Couplings

mp

108-113 °C

functional group

phosphine

SMILES string

CN(C)C(C=CC=C1N(C)C)=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4

InChI

1S/C28H41N2P/c1-29(2)25-19-13-20-26(30(3)4)28(25)24-18-11-12-21-27(24)31(22-14-7-5-8-15-22)23-16-9-6-10-17-23/h11-13,18-23H,5-10,14-17H2,1-4H3

InChI key

DRNAQRXLOSUHBQ-UHFFFAOYSA-N

Application

CPhos can be used:
  • As a ligand in the Pd-catalyzed synthesis of 3-cyclopentylindole derivatives, dihydrobenzofurans and trans-bicyclic sulfamides.
  • To synthesize palladacycle precatalysts for Negishi coupling of secondary alkylzinc.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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

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.

Already Own This Product?

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

Visit the Document Library

Pd-Catalyzed Alkene Carboheteroarylation Reactions for the Synthesis of 3-Cyclopentylindole Derivatives.
Kirsch JK, et al.
The Journal of Organic Chemistry, 83(21), 13568-13573 (2018)
Highly selective palladium-catalyzed cross-coupling of secondary alkylzinc reagents with heteroaryl halides.
Yang Y, et al.
Organic Letters, 16(17), 4638-4641 (2014)
Palladium-Catalyzed Negishi Coupling of ?-CF3 Oxiranyl Zincate: Access to Chiral CF3-Substituted Benzylic Tertiary Alcohols.
Zhang H and Buchwald SL
Journal of the American Chemical Society, 139(33), 11590-11594 (2017)
Synthesis of 2, 3-dihydrobenzofurans via the palladium catalyzed carboalkoxylation of 2-allylphenols.
Hutt JT and Wolfe JP
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 3(10), 1314-1318 (2016)
Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides.
Han C and Buchwald SL
Journal of the American Chemical Society, 131(22), 7532-7533 (2009)

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