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


45-901906-1G	1 g	$0.00 1/EA CALL FOR PRICE	Add To Favorites
45-901906-5G	5 g	$147.00 1/EA	Add To Favorites
45-901906-25G	25 g	$697.00 1/EA	Add To Favorites
45-901906-250G	250 g	$0.00 1/EA CALL FOR PRICE	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

assay	95%
form	powder or crystals
functional group	phosphine
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

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.
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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