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SPhos

ALDRICH/901906 - 95%

Synonym: 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; S Phos

CAS Number: 657408-07-6
Empirical Formula (Hill Notation): C26H35O2P
Molecular Weight: 410.53
MDL Number: MFCD05861611
Linear Formula: C26H35O2P
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-901906-1G 1 g
 $0.00
1/EA
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45-901906-5G 5 g
 $147.00
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45-901906-25G 25 g
 $697.00
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45-901906-250G 250 g
 $0.00
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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: 901906-250G
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: 901906-1G
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: 901906-5G
12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.

 

assay 95%
form powder or crystals
functional group phosphine
greener alternative category Aligned 
greener alternative product characteristics Catalysis
Learn more about the Principles of Green Chemistry .
InChI 1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
InChI key VNFWTIYUKDMAOP-UHFFFAOYSA-N
mp 164-166 °C (lit.)
  165.5 °C
reaction suitability reaction type: Buchwald-Hartwig Cross Coupling Reaction
  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: catalyst
reaction type: Cross Couplings
  reagent type: ligand
SMILES string COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
sustainability Greener Alternative Product
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 aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.
• 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-2′, 6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
General description: We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Green Chemistry. This product has been enhanced for catalysis. Click here  for more information.
Legal Information: Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 95%
mp 164-166 °C (lit.); 165.5 °C
UNSPSC 12161600

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