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For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf
638064
XPhos
98%
Sustainability features
Synonym(s):
2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl
Select a Size
| Size/SKU | Availability | Price |
|---|---|---|
1 g | Available to ship TODAY | $108.00 |
5 g | Available to ship TODAY | $188.00 |
25 g | Available to ship TODAY | $664.00 $498.00 |
100 g | Available to ship TODAY | $2,530.00 |
500 g | Usually ships in 5 business days. (Orders outside of US, please allow an additional 1-2 weeks for delivery) | $3,180.00 |
About This Item
$108.00
Available to ship TODAYDetails
Quality Segment
product line
Buchwald Ligand
assay
98%
reaction suitability
reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: C-C Bond Formation, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Hiyama Coupling, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
greener alternative product score
old score: 2
new score: 1
Find out more about DOZN™ Scoring
greener alternative product characteristics
Waste Prevention
Atom Economy
Use of Renewable Feedstocks
Catalysis
Learn more about the Principles of Green Chemistry.
sustainability
Sustainability features
mp
187-190 °C (lit.)
functional group
phosphine
SMILES string
CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C=CC=C2
InChI
1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
InChI key
UGOMMVLRQDMAQQ-UHFFFAOYSA-N
General description
Application
Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd. Synthesis of regioregular polythiophenes.
- 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.
For small scale and high throughput uses, product is also available as ChemBeads (928364)
On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
Legal Information
1 of 1
This Item | |||
|---|---|---|---|
| description 98% | description ≥98%, ISOM8™ | description - | description ≥98%, ISOM8™ |
| assay 98% | assay ≥98%, (HPLC) | assay ~6 wt.% loading of catalyst | assay ≥98% |
| reaction suitability reagent type: ligand | reaction suitability reaction type: Hiyama Coupling, reaction type: Sonogashira Coupling, reaction type: Negishi Coupling, reaction type: C-C Bond Formation, reagent type: ligand, reaction type: Suzuki-Miyaura Coupling, reaction type: Heck Reaction, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Stille Coupling, reaction type: Cross Couplings | reaction suitability reagent type: catalyst | reaction suitability reaction type: Arylations, reaction type: Carboxylations, reaction type: Decarboxylations, reagent type: ligand, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings |
| functional group phosphine | functional group phosphine | functional group - | functional group phosphine |
| Quality Level 200 | Quality Level 300 | Quality Level 100 | Quality Level 300 |
| mp 187-190 °C (lit.) | mp 187-189 °C (Lit.), 187-190 °C (lit.) | mp - | mp 148-151 °C (lit.), 144-145 °C (Lit.) |
| sustainability Greener Alternative Product | sustainability Greener Alternative Product | sustainability - | sustainability Greener Alternative Product |
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Storage Class
13 - Non Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Gloves, type N95 (US)
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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