2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl - CAS 213697-53-1
Catalog: |
BB016792 |
Product Name: |
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl |
CAS: |
213697-53-1 |
Synonyms: |
2-(2-dicyclohexylphosphinophenyl)-N,N-dimethylaniline; 2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline |
IUPAC Name: | 2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline |
Description: | DavePhos may be used as a ligand in the following reactions: Palladium catalyzed sp3 arylation of 2-substituted-N-iminopyridinium ylides with different aryl chlorides to yield functionalized pyridines; Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides; C-C Coupling of 3-haloquinolines with aryl sulfinates via palladium-catalyzed desulfitative arylation to form the corresponding biaryl compounds. Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines. Useful ligand for Pd-catalyzed C-N bond formation; amination of aryl halides containing hydroxyl, amide, or enolizable ketones. |
Molecular Weight: | 393.54 |
Molecular Formula: | C26H36NP |
Canonical SMILES: | CN(C)C1=CC=CC=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4 |
InChI: | InChI=1S/C26H36NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h9-12,17-22H,3-8,13-16H2,1-2H3 |
InChI Key: | ZEMZPXWZVTUONV-UHFFFAOYSA-N |
Boiling Point: | 539.6 °C at 760 mmHg |
Melting Point: | 121-124 °C (lit.) |
Flash Point: | Not applicable |
Purity: | 97 % |
MDL: | MFCD02183572 |
LogP: | 7.19220 |
GHS Hazard Statement: | H315 (98.78%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
CN-113480416-A | Preparation method of aryl ketone | 20210712 |
CN-112939835-A | Synthesis method of beta-lactam compound | 20210209 |
CN-113149996-A | Polycyclic amide derivative serving as CDK9 inhibitor, and preparation method and application thereof | 20200512 |
WO-2021209490-A1 | Cyclaminephenylaminoquinolines as fungicides | 20200416 |
CN-111269075-A | Efficient synthesis method of 2, 3-indanones | 20200407 |
PMID | Publication Date | Title | Journal |
22241631 | 20120213 | On the mechanism of the palladium-catalyzed β-arylation of ester enolates | Chemistry (Weinheim an der Bergstrasse, Germany) |
20964311 | 20101115 | Novel approach to aminocarboranes by mild amidation of selected iodo-carboranes | Inorganic chemistry |
19655743 | 20090902 | Influence of biaryl phosphine structure on C-N and C-C bond formation | Journal of the American Chemical Society |
21583771 | 20090418 | Bromido{dicyclo-hexyl[2'-(dimethyl-amino)biphenyl-2-yl]phosphine-κP}[2-(4,6-dimethyl-pyrimidin-2-yl)ferrocenyl-κC,N]palladium(II) dichloro-methane solvate | Acta crystallographica. Section E, Structure reports online |
19226145 | 20090319 | Site-selective azaindole arylation at the azine and azole rings via N-oxide activation | Organic letters |
Complexity: | 433 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 393.258537150 |
Formal Charge: | 0 |
Heavy Atom Count: | 28 |
Hydrogen Bond Acceptor Count: | 1 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 393.258537150 |
Rotatable Bond Count: | 5 |
Topological Polar Surface Area: | 3.2 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 6.9 |
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