(2-Dicyclohexylphosphino-2,6-diisopropoxy-1,1-biphenyl)(2-(2-amino-1,1-biphenyl))palladium(II) methanesulfonate
RuPhos-Pd-G3 · methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(ii) · RuPhos Palladacycle Gen.3 · RuPhos-G3-Palladacycle · RuPhos Pd G3 · RuPhos Pd G3 95% · RuPhos Pd G3 ChemBeads · RuPhos Pd G3 ISO 9001：2015 REACH
Identifiers & Physical Properties
| CAS No. | 1445085-77-7 |
|---|---|
| Molecular formula | C43H57NO5PPdS- |
| Average molar mass | 837.4 g/mol |
| SMILES | CC(C)Oc1cccc(OC(C)C)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.CS(=O)(=O)O.Nc1ccccc1-c1[c-]cccc1.[Pd] |
| InChIKey | GYTUQNMMIUJBSP-UHFFFAOYSA-N |
| PubChem CID | 117064724 |
| EC No. | 809-028-5 |
Chemical & Physical Properties
| Topological polar surface area | 107 |
|---|---|
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 7 |
| Rotatable bonds | 9 |
| Heavy atoms | 52 |
| Formal charge | -1 |
| Complexity | 964 |
| Melting point | 188-196°C (decomposition) |
| Storage conditions | under inert gas (nitrogen or Argon) at 2–8 °C |
| Physical state | Powder |
| Color | white |
| InChIKey | GYTUQNMMIUJBSP-UHFFFAOYSA-N |
| SMILES | CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CC(C)Oc3cccc(OC(C)C)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6 |
| CAS DataBase Reference | 1445085-77-7 |
| UNSPSC Code | 12352101 |
| NACRES | NA.82 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335-H412 |
| GHS precautionary statements | P273-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38-52/53 |
| Safety statements (S) | 26-61 |
| Water hazard class (WGK) | 3 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Aquatic Chronic 3Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Safety & Regulations
| GHS classification | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Water hazard class (WGK) | 3 |
| Risk statements (R) | 36/37/38-52/53 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-61 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H315-H319-H335-H412 |
| Hazard class | Aquatic Chronic 3Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| GHS precautionary statements | P273-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
RuPhos Pd G3 can be used as a pre-catalyst in the following protocols:Palladium-catalyzed Suzuki coupling of 5-p-toluenesulfonyltetrazoles with arylboronic acids to synthesize 1,5-disubstituted tetrazoles.Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes in the presence of N-methylimidodiacetic (MIDA)-boronate monomers.Suzuki-Miyaura-cross-coupling of aminothiophenes.
General Description
RuPhos Pd G3 is a third generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. It is air-, moisture-, and thermally-stable and is highly soluble in a wide range of common organic solvents. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.