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759171

CPhos

98%, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C28H41N2P
CAS Number:
1160556-64-8
Molecular Weight:
436.61
UNSPSC Code:
12352116
PubChem Substance ID:
329766759
NACRES:
NA.22
MDL number:
MFCD27978504
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Product Name

CPhos, 98%

Quality Level

100

product line

Buchwald Ligand

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ8323
SHBJ1746
SHBH0943V
SHBG7123V
SHBF9365V

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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)
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)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
759171-5G04061833340073
759171-1G04061826646212