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- 2-[2-(Dicyclohexylphosphino)phenyl]-N-methylindole
2-[2-(Dicyclohexylphosphino)phenyl]-N-methylindole
Catalog Number
ACM1067883582
Product Name
2-[2-(Dicyclohexylphosphino)phenyl]-N-methylindole
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/1067883-58-2.gif)
CAS
1067883-58-2
Synonyms
2-[2-(Dicyclohexylphosphino)phenyl]-1-methyl-1H-indole; CM-Phos
IUPAC Name
dicyclohexyl-[2-(1-methylindol-2-yl)phenyl]phosphane
Molecular Weight
403.54
Molecular Formula
C27H34NP
Canonical SMILES
CN1C2=CC=CC=C2C=C1C3=CC=CC=C3P(C4CCCCC4)C5CCCCC5;
InChI
PFJAHDIIEPTASS-UHFFFAOYSA-N
InChI Key
InChI=1S/C27H34NP/c1-28-25-18-10-8-12-21(25)20-26(28)24-17-9-11-19-27(24)29(22-13-4-2-5-14-22)23-15-6-3-7-16-23/h8-12,17-20,22-23H,2-7,13-16H2,1H3
Boiling Point
582.4±33.0 °C(Predicted)
Melting Point
180-185 °C
Purity
97%
Appearance
Solid
Complexity
491
Covalently-Bonded Unit Count
1
Exact Mass
403.243g/mol
Heavy Atom Count
29
Isomeric SMILES
CN1C2=CC=CC=C2C=C1C3=CC=CC=C3P(C4CCCCC4)C5CCCCC5
Monoisotopic Mass
403.243g/mol
Rotatable Bond Count
4
Topological Polar Surface Area
4.9A^2
Application
2-[2-(Dicyclohexylphosphino)phenyl]-N-methylindole serves as a versatile catalyst in a wide array of reactions involving aryl mesylates and related compounds. Its purpose is to facilitate Suzuki-Miyaura and Sonogashira couplings, enabling bond formations with alkenyl tosylates, mesylates, and various substituents including alkyl, methoxy, aldehyde, keto, nitrile, ester, and heteroaryl groups. Additionally, it promotes Buchwald-Hartwig amination in the presence of diverse functional groups like cyano, chloro, and methoxy. Beyond these, the compound also enhances cyanation reactions, Hiyama coupling, direct arylation of heterocycles, and borylation processes, thus acting as a crucial agent in synthetic chemistry for creating complex molecular architectures.
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