CAS 1262046-34-3 RockPhos - Catalysts / Alfa Chemistry

Synonyms

ZINC95910984; 2-(Di-t-butylphosphino)-3-methoxy-6-methyl-2'-4'-6'-tri-i-propyl-1,1'-biphenyl; RockPhos, 97%; di-tert-butyl-[6-methoxy-3-methyl-2-(2,4,6-triisopropylphenyl)phenyl]phosphane; Y-200021; Di-tert-butyl(2 inverted exclamation marka,4 inverted exclamation marka,6 inverted exclamation marka-triisopropyl-3-methoxy-6-methyl-[1,1 inverted exclamation marka-biphenyl]-2-yl)phosphine; CVLLAKCGAFNZHJ-UHFFFAOYSA-N; 2-Di-tert-butylphosphino-3-Methoxy-6-Methyl-2',4',6'-triisopropyl-1,1'-biphenyl; SCHEMBL12929986; AX8242285;

IUPAC Name

ditert-butyl-[6-methoxy-3-methyl-2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane;

Molecular Weight

468.706g/mol

Molecular Formula

C31H49OP;

Canonical SMILES

CC1=C(C(=C(C=C1)OC)P(C(C)(C)C)C(C)(C)C)C2=C(C=C(C=C2C(C)C)C(C)C)C(C)C;

InChI

InChI=1S/C31H49OP/c1-19(2)23-17-24(20(3)4)28(25(18-23)21(5)6)27-22(7)15-16-26(32-14)29(27)33(30(8,9)10)31(11,12)13/h15-21H,1-14H3;

InChI Key

CVLLAKCGAFNZHJ-UHFFFAOYSA-N;

Complexity

563

Covalently-Bonded Unit Count

Exact Mass

468.352g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

468.352g/mol

Rotatable Bond Count

Topological Polar Surface Area

9.2A^2

Application

RockPhos serves as an essential biphenyl-based phosphine ligand designed for use in organic synthesis, specifically to facilitate carbon-carbon and carbon-heteroatom bond formation reactions when paired with a Pd(0) catalyst. Its applications extend to the 2-fluoroethoxylation of bromo-chalcones and the transformation of aryl chlorides into aryl methoxides using RockPhos Pd G3. Furthermore, RockPhos enables palladium-catalyzed C-O bond formation between secondary and primary alcohols and a variety of aryl halides. Notably, it supports the coupling of heterocyclic halides and, for the first time, electron-rich aryl halides with secondary alcohols, providing a robust solution for intricate organic reactions.

March 24, 2025

Efficient Catalyst for Complex Organic Synthesis

Using RockPhos from Alfa Chemistry greatly enhanced our research efficiency. It facilitated smooth carbon-carbon and carbon-heteroatom bond formations with Pd(0) catalysts, proving indispensable for our project on aryl methoxides synthesis. Highly recommend it for precise organic transformations.