2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl - CAS 564483-18-7
Catalog: |
BB029364 |
Product Name: |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl |
CAS: |
564483-18-7 |
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 |
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. |
Molecular Weight: | 476.72 |
Molecular Formula: | C33H49P |
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 % |
MDL: | MFCD04117682 |
LogP: | 10.49640 |
GHS Hazard Statement: | H302 (26.67%): Harmful if swallowed [Warning Acute toxicity, oral] |
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 |
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PMID | Publication Date | Title | Journal |
23827234 | 20130901 | Synthesis and biological activity of benzo-fused 7-deazaadenosine analogues. 5- and 6-substituted 4-amino- or 4-alkylpyrimido[4,5-b]indole ribonucleosides | Bioorganic & medicinal chemistry |
22985963 | 20121015 | Synthesis and antiviral activity of 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides | Bioorganic & medicinal chemistry |
22423292 | 20120101 | Double N-arylation reaction of polyhalogenated 4,4'-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles | Beilstein journal of organic chemistry |
22129167 | 20111228 | Inversion or retention? Effects of acidic additives on the stereochemical course in enantiospecific Suzuki-Miyaura coupling of α-(acetylamino)benzylboronic esters | Journal of the American Chemical Society |
22077826 | 20111216 | Preparation of shape-persistent macrocycles with a single pyridine unit by double cross-coupling reactions of aryl bromides and alkynes | The Journal of organic chemistry |
Complexity: | 545 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 476.35718856 |
Formal Charge: | 0 |
Heavy Atom Count: | 34 |
Hydrogen Bond Acceptor Count: | 0 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 476.35718856 |
Rotatable Bond Count: | 7 |
Topological Polar Surface Area: | 0 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 10.1 |
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