XPhos
ALDRICH/638064 - 98%
Synonym: 2-
CAS Number: 564483-18-7
Empirical Formula (Hill Notation): C33H49P
Molecular Weight: 476.72
MDL Number: MFCD04117682
Linear Formula: C33H49P
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638064-500G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638064-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638064-25G
12 Principles of Green Chemistry: Principle 1—Waste Prevention. This product has a smaller environmental footprint through reduction of waste in the manufacturing process.
12 Principles of Green Chemistry: Principle 2—Atom Economy. This product was designed to maximize the incorporation of all raw materials used in the manufacturing process.
12 Principles of Green Chemistry: Principle 7—A raw material or feedstock should be renewable rather than depleting whenever technically and economically practicable.
12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.
| assay | 98% |
| functional group | phosphine |
| greener alternative category |  , Re-engineered |
| greener alternative product characteristics | Waste Prevention Atom Economy Use of Renewable Feedstocks Catalysis Learn more about the Principles of Green Chemistry . |
| greener alternative product score | old score: 2 new score: 1 Find out more about DOZN™ Scoring |
| InChI | 1S/C33H49P/c1-23(2)26-21- |
| InChI key | UGOMMVLRQDMAQQ-UHFFFAOYSA |
| mp | 187-190 °C (lit.) |
| Quality Level | 300 |
| reaction suitability | reaction type: Cross Couplings |
| reagent type: ligand reaction type: Buchwald-Hartwig Cross Coupling Reaction |
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| reagent type: ligand reaction type: C-C Bond Formation |
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| reagent type: ligand reaction type: Heck Reaction |
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| reagent type: ligand reaction type: Hiyama Coupling |
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| reagent type: ligand reaction type: Negishi Coupling |
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| reagent type: ligand reaction type: Sonogashira Coupling |
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| reagent type: ligand reaction type: Stille Coupling |
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| reagent type: ligand reaction type: Suzuki-Miyaura Coupling |
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| SMILES string | CC(C)C1=CC(C(C)C)=CC(C(C) |
| sustainability | Greener Alternative Product |
| Application: | Ligand for increased scope of Pd-catalyzed amination and amidation via arene sulfonates, aryl halides. |
| Application: | Ligand used in a Pd-catalyzed Suzuki coupling leading to C-15 analogs of vindoline. Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd. Synthesis of regioregular polythiophenes. |
| Application: | Preferred ligand for greener Sonogashira coupling in TPGS-750-M. |
| Application: | Preferred ligand for greener Sonogashira coupling in TPGS-750-M. For small scale and high throughput uses, product is also available as ChemBeads (928364 )On the Way Towards Greener Transition-Metal-Catalyze  |
| Application: | XPhos may be used as a ligand in the following reactions: • Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides. • Along with pre-milled palladium(II) acetate as a pre-catalyst for the Stille cross-coupling of aryl chlorides with tributylarylstannanes to form the corresponding biaryl compounds. • Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes. |
| 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”, “Atom Economy”, “Use of Renewable Feedstock” and “Enhanced Catalytic Activity”. Click here to view its DOZN scorecard. |
| General description: | We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information. |
| General description: | XPhos [2-Dicyclohexylphosphino- |
| Legal Information: | Usage subject to US Patent 7,223,879 |
| Legal Information: | Usage subject to US Patents 6307087 and 6395916. |
| Packaging: | 1, 5, 25, 100, 500 g in glass bottle |
| Packaging: | 12 mg in ampule |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 98% |
| mp | 187-190 °C (lit.) |
| UNSPSC | 12352103 |