2-(Dicyclohexylphosphino)biphenyl - CAS 247940-06-3
Catalog: |
BB018623 |
Product Name: |
2-(Dicyclohexylphosphino)biphenyl |
CAS: |
247940-06-3 |
Synonyms: |
dicyclohexyl-(2-phenylphenyl)phosphine; dicyclohexyl-(2-phenylphenyl)phosphane |
IUPAC Name: | dicyclohexyl-(2-phenylphenyl)phosphane |
Description: | CyJohnPhos may be used in combination with a nickel catalyst for the Suzuki-Miyaura arylation of tertiary benzylic acetates with aryl boroxines to produce diaryl and triaryl quaternary stereocenters. Ligand employed in the palladium-catalysed synthesis of 1,3,5-tris(2'-aminophenyl)benzene, a core building block for potential ionic receptors. Ligand for amination of aryl halides and triflates. |
Molecular Weight: | 350.48 |
Molecular Formula: | C24H31P |
Canonical SMILES: | C1CCC(CC1)P(C2CCCCC2)C3=CC=CC=C3C4=CC=CC=C4 |
InChI: | InChI=1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2 |
InChI Key: | LCSNDSFWVKMJCT-UHFFFAOYSA-N |
Boiling Point: | 499.5 °C at 760 mmHg |
Melting Point: | 102-106 °C (lit.) |
Flash Point: | Not applicable |
Purity: | 97 % |
MDL: | MFCD01862441 |
LogP: | 7.12620 |
GHS Hazard Statement: | H315 (13.64%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
21192652 | 20110121 | Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides | The Journal of organic chemistry |
19655743 | 20090902 | Influence of biaryl phosphine structure on C-N and C-C bond formation | Journal of the American Chemical Society |
21201078 | 20080930 | Dibromidobis[2-(dicyclo-hexyl-phosphan-yl)-biphenyl-κP]palladium(II) | Acta crystallographica. Section E, Structure reports online |
14629166 | 20031128 | Palladium charcoal-catalyzed Suzuki-Miyaura coupling to obtain arylpyridines and arylquinolines | The Journal of organic chemistry |
Complexity: | 356 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 350.216337987 |
Formal Charge: | 0 |
Heavy Atom Count: | 25 |
Hydrogen Bond Acceptor Count: | 0 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 350.216337987 |
Rotatable Bond Count: | 4 |
Topological Polar Surface Area: | 0 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 6.7 |
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