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ChemicalBook--->CAS DataBase List--->657408-07-6

657408-07-6

657408-07-6 Structure

657408-07-6 Structure
IdentificationBack Directory
[Name]

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
[CAS]

657408-07-6
[Synonyms]


98% SPhos
SPhos 97%
SPhos, >=98%
REF DUPL: S-PHOS
-diMethoxybiphenyl
S-Phos, ChemDose(R) tablets
S-Phos, ChemDose? tablets
2-Dicyclohexylphosphino-2',6'-
2-Dicyclohexylphosphino-2´
2-Dicyclohexylphosphino-2',6'-dimethoxybipheny
2-Dicyclohexylphosphino-2', 6-diMethoxybihenyl
2-DicyclohexylphosphiNA-2',6'-diMethoxybiphenyl
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
2-(Dicyclohexylphosphanyl)-2',6'-dimethoxybiphenyl
Dicyclohexyl(2',6'-dimethoxybiphenyl-2-yl)phosphine
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 98+%
Dicyclohexyl-[2-(2,6-dimethoxyphenyl)phenyl]phosphane
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl, min. 98%
2-Dicyclohexylphosphino-2',6'-diMethoxy-1,1'-biphenyl ,98%
Dicyclohexyl(2',6'-diMethoxy-[1,1'-biphenyl]-2-yl)phosphine
Phosphine,dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)-
S-PHOS, 2-Dicyclohexylphosphino-2,6-di-Methyloxy-1,1-biphenyl
2-Dicyclohexylphosphino-2’,6’-dimethoxy-1,1’-biphenyl (S-Phos)
2-Dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl, min. 98%
2-Dicyclohexylphosphino-2',6'-diMethoxy-1,1'-biphenyl,98% Sphos
2 - dicyclohexyl phosphine - 2 ', 6 '- diMethoxy - 1, 1' - two PCB
dicyclohexyl({2-[(2,6-dimethoxyphenyl)methyl]phenyl}methyl)phosphane
2-Dicyclohexylphosphino-2',6'-diMethoxybiphenyl, 6'-diMethoxybiphenyl
2-DICYCLOHEXYLPHOSPHINO-2',6'-DIMETHOXY-1,1'-BIPHENYL, MIN. 98% S-PHOS
S-Phos impregnated tablets, ChemDose(R), S-Phos tablets, 2-Dicyclohexylphosphino-2μ,6μ-dimethoxybiphenyl impregnated tablets
[EINECS(EC#)]

2017-001-1
[Molecular Formula]

C26H35O2P
[MDL Number]

MFCD05861611
[MOL File]

657408-07-6.mol
[Molecular Weight]

410.53
Questions And AnswerBack Directory
[Uses]

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. 
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.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.
[Reactions]

  1. Ligand/palladium catalyst for general Suzuki-Miyaura cross-coupling reactions.
  2. Ligand/palladium catalyst for the Suzuki-Miyaura coupling of aryltrifluoroborates with aryl chlorides.
  3. Ligand/palladium catalyst for the Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters.
  4. Ligand/palladium catalyst for the Kumada-Corriu cross-coupling reaction.
  5. Ligand/palladium catalyst for the borylation of aryl halides with pinacol borane.
  6. Suzuki couplings involving amino acids. Synthesis of biaryl derivatives of 4-hydroxyphenyl glycine, tyrosine and tryptophan.
  7. Synthesis of substituted adamantylzinc reagents using Mg-insertion in the presence of zinc chloride.
  8. Highly efficient catalyst for the palladium-catalyzed Suzuki-Miyura reaction of heteroaryl halides and heteroaryl boronic acids
  9. and esters.
Reactions of 657408-07-6
Chemical PropertiesBack Directory
[Melting point ]

164-166°C
[Boiling point ]

513.3±40.0 °C(Predicted)
[storage temp. ]

Refrigerated.
[solubility ]

soluble in Chloroform
[form ]

crystal
[color ]

white
[Sensitive ]

Air Sensitive
[InChIKey]

VNFWTIYUKDMAOP-UHFFFAOYSA-N
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Uses]

suzuki reaction
[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.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

40
[Safety Statements ]

24/25-36/37
[WGK Germany ]

3
[TSCA ]

No
[HS Code ]

2931499090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Tetrahydrofuran-->PETROLEUM ETHER-->n-Butyllithium-->Magnesium-->1,3-Dimethoxybenzene-->1,2-Dibromobenzene-->Dicyclohexylchlorophosphine
[Preparation Products]

Boronic acid, B-(6-phenyl-4-dibenzofuranyl)--->SPhos Pd G1, Methyl t-Butyl Ether Adduct
Spectrum DetailBack Directory
[Spectrum Detail]

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl(657408-07-6)1HNMR
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl(657408-07-6)31PNMR
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl(657408-07-6)FT-IR
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