SPhos

ALDRICH/638072 - 98%

Synonym: SPhos; 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


45-638072-1G	1 g	$75.60 1/EA	Add To Favorites
45-638072-5G	5 g	$185.00 1/EA	Add To Favorites
45-638072-25G	25 g	$247.00 1/EA	Add To Favorites
45-638072-100G	100 g	$963.00 1/EA	Add To Favorites
45-638072-500G	500 g	$4780.00 1/EA	Add To Favorites

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: 638072-500G

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 3—Less Hazardous Chemical Syntheses. This product manufacturing process was designed with lesser toxicity to human health and the environment.

12 Principles of Green Chemistry: Principle 12—Inherently Safer Chemistry for Accident Prevention. This product utilizes safer chemistry to minimize the potential for chemical accidents, including releases, explosions and fires.

Properties
Descriptions
Safety Info.
Basic Data

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/c1-27-23-17-11-18-24(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.)
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
	reagent type: ligand reaction type: Heck Reaction
	reagent type: ligand reaction type: Kumada Coupling
	reagent type: ligand reaction type: Negishi Coupling
	reagent type: ligand reaction type: Suzuki-Miyaura Coupling
SMILES string	COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
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 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 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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