CAS 17185-29-4 HRh(CO)(PPh3)3 - Catalysts / Alfa Chemistry

Synonyms

Carbonylhydridotris(Triphenylphosphine)Rhodium(I); Hydridocarbonyltris(Triphenylphosphine)Rhodium(I); Carbonyltris(Triphenylphosphine)Rhodium(I) Hydride; Tris(Triphenylphosphine)Rhodium(I) Carbonyl Hydride; Carbonylhydrotris(Triphenylphosphine)-

IUPAC Name

carbon monoxide;rhodium;triphenylphosphane

Molecular Weight

917.8

Molecular Formula

C55H45OP3Rh

Canonical SMILES

[C-]#[O+].C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Rh]

InChI

1S/3C18H15P.CO.Rh/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2;/h3*1-15H;;

InChI Key

IETKMTGYQIVLRF-UHFFFAOYSA-N

Complexity

212

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

EC Number

241-230-3

Exact Mass

917.17382

H-Bond Acceptor

H-Bond Donor

Metal Content

0.112

Monoisotopic Mass

1 Å²

Physical State

Solid

Rotatable Bond Count

917.17382

Topological Polar Surface Area

Undefined Atom Stereocenter Count

Undefined Bond Stereocenter Count

UNII

Application

HRh(CO)(PPh3)3 serves primarily as an industrial catalyst for hydroformylation in the low pressure oxo process. This yellow crystalline compound, stable in the air and melting at 172 - 174℃ in a nitrogen-filled capillary, is highly soluble in solvents like benzene, chloroform, and dichloromethane. In solution, it forms a 16-electron complex by losing one phosphine ligand, making it a highly active catalyst. This complex efficiently participates in hydrogenation and hydroformylation reactions, notably transforming alkenes into aldehydes with an exceptionally favorable n- to iso-aldehyde ratio of approximately 20:1 at 25℃. This selectivity surpasses that of traditional cobalt catalysts, making HRh(CO)(PPh3)3 a valuable component in processes designed by companies like Union Carbide, Davy Power Gas, and Johnson Matthey. Beyond hydroformylation, it is also involved in hydrogenation, hydrosilylation, isomerization, carbonylation, and oxidation reactions.

February 3, 2025

Exceptional Catalyst for Research Applications

Using HRh(CO)(PPh3)3 in my research was seamless. Its stability in air and quick solubility in benzene enabled efficient hydrogenation and hydroformylation. Achieving high selectivity ratios greatly advanced our project's success.