2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl

Product Information

Molecular Formula:
C33H49P
Molecular Weight:
476.72
Description
Ligand used in a Pd-catalyzed Suzuki coupling leading to C-15 analogs of vindoline.Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd. Synthesis of regioregular polythiophenes. Preferred ligand for greener Sonogashira coupling in TPGS-750-M. Preferred ligand for greener Sonogashira coupling in TPGS-750-M.On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors XPhos may be used as a ligand in the following reactions: Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides; Along with pre-milled palladium(II) acetate as a pre-catalyst for the Stille cross-coupling of aryl chlorides with tributylarylstannanes to form the corresponding biaryl compounds; Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes. Ligand for increased scope of Pd-catalyzed amination and amidation via arene sulfonates, aryl halides.
Synonyms
dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphine; dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane
IUPAC Name
dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane
Canonical SMILES
CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C
InChI
InChI=1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
InChI Key
UGOMMVLRQDMAQQ-UHFFFAOYSA-N
Boiling Point
569.8 °C at 760 mmHg
Melting Point
187-190 °C (lit.)
Flash Point
Not applicable
Purity
98 %
LogP
10.49640

Safety Information

Precautionary Statement
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

XLogP3
10.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
7
Exact Mass
476.35718856 g/mol
Monoisotopic Mass
476.35718856 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
34
Formal Charge
0
Complexity
545
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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