SPhos
ALDRICH/638072 - 98%
Synonym: SPhos; 2-
CAS Number: 657408-07-6
Empirical Formula (Hill Notation): C26H35O2P
Molecular Weight: 410.53
MDL Number: MFCD05861611
Linear Formula: C26H35O2P
Product Type: Chemical
| assay | 98% |
| functional group | phosphine |
| greener alternative category | Re-engineered , ![]() |
| greener alternative product characteristics | Waste Prevention Less Hazardous Chemical Syntheses Inherently Safer Chemistry for Accident Prevention Learn more about the Principles of Green Chemistry . |
| greener alternative product score | old score: 10 new score: 1 Find out more about DOZN™ Scoring ![]() |
| InChI | 1S/C26H35O2P/c1-27-23-17- |
| InChI key | VNFWTIYUKDMAOP-UHFFFAOYSA |
| mp | 164-166 °C (lit.) |
| Quality Level | 300 ![]() |
| reaction suitability | reaction type: Buchwald-Hartwig Cross Coupling Reaction |
| reaction type: Cross Couplings | |
| reaction type: Heck Reaction | |
| reaction type: Hiyama Coupling | |
| reaction type: Negishi Coupling | |
| reaction type: Sonogashira Coupling | |
| reaction type: Stille Coupling | |
| reaction type: Suzuki-Miyaura Coupling | |
| reagent type: ligand reaction type: Buchwald-Hartwig Cross Coupling Reaction |
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| reagent type: ligand reaction type: Heck Reaction |
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| reagent type: ligand reaction type: Kumada Coupling |
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| reagent type: ligand reaction type: Negishi Coupling |
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| reagent type: ligand reaction type: Suzuki-Miyaura Coupling |
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| SMILES string | COc1cccc(OC)c1-c2ccccc2P( |
| sustainability | Greener Alternative Product |
| Application: | Learn more about Buchwald Phosphine Ligands ![]() For small scale and high throughput uses, product is also available as ChemBeads (932191 ) |
| Application: | Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls. |
| Application: | SPhos may be used as a ligand in the following processes: • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborat • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines. • Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C. |
| Application: | Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation. |
| General description: | SPhos [2-Dicyclohexylphosphino- |
| General description: | We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard. |
| Legal Information: | Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691 |
| Packaging: | 1, 5, 25, 100, 500 g in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 98% |
| mp | 164-166 °C (lit.) |
| UNSPSC | 12352128 |

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