CAS 17185-29-4 Carbonylhydridotris(triphenylphosphine)rhodium(I)

Synonyms

IETKMTGYQIVLRF-UHFFFAOYSA-N; 17185-29-4; SC10368; Tris(triphenylphosphine)rhodium(I) carbonyl hydride; Tris(triphenylphosphine)carbonylrhodium hydride; trans-Carbonyl(hydrido)tris(triphenylphosphine)rhodium; CARBONYLTRIS(TRIPHENYLPHOSPHINE)RHODIUM(1) HYDRIDE; Carbonyltris(triphenylphosphine)rhodium(I) hydride; Tris(triphenylphosphine)rhodium(I) carbonyl hydride, 97%; TRIS(TRIPHENYLPHOSPHINE)RHODIUM CARBONYL HYDRIDE;

IUPAC Name

carbon monoxide;rhodium;triphenylphosphane;

Molecular Weight

917.791g/mol

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

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;

Storage

2-8°C

Complexity

212

Covalently-Bonded Unit Count

EC Number

241-230-3

Exact Mass

917.174g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

917.174g/mol

Rotatable Bond Count

Topological Polar Surface Area

1A^2

Application

Carbonylhydridotris(triphenylphosphine)rhodium(I) serves as an efficient catalyst primarily used in the industrial hydroformylation of alkenes through the low pressure oxo (LPO) process, a method developed by companies such as Union Carbide, Davy Power Gas, and Johnson Matthey. This compound, which forms stable yellow crystals, is notable for its role in enhancing reaction rates at relatively mild conditions, such as 25°C, and achieving a highly favorable ratio of n- to iso-aldehydes compared to traditional cobalt catalysts, approximately 20:1. The catalyst's effectiveness is attributed to the dissociation of one phosphine ligand in solution, forming a 16-electron complex that facilitates not only hydroformylation but also other processes like hydrogenation, hydrosilation, isomerization, carbonylation, and oxidation. Its stability in air and solubility in solvents like benzene, chloroform, and dichloromethane further contribute to its versatility and widespread application in various chemical transformations.

February 14, 2025

Outstanding Catalyst for Industrial Applications

As a researcher using Alfa Chemistry's Carbonylhydridotris(triphenylphosphine)rhodium(I), I found it invaluable for hydroformylation. Its stability and efficient catalytic activity in alkene hydrogenation were impressive, delivering exceptional results in my experiments.