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693383

Sigma-Aldrich

cBRIDP

Synonym(s):

Di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine, Mo-Phos

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About This Item

Empirical Formula (Hill Notation):
C24H33P
CAS Number:
742103-27-1
Molecular Weight:
352.49
MDL number:
MFCD09753012
UNSPSC Code:
12352002
PubChem Substance ID:
329761587

form

crystals

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: ligand

mp

87-91 °C

functional group

phosphine

SMILES string

CC(C)(C)P(C(C)(C)C)C1(C)CC1(c2ccccc2)c3ccccc3

InChI

1S/C24H33P/c1-21(2,3)25(22(4,5)6)23(7)18-24(23,19-14-10-8-11-15-19)20-16-12-9-13-17-20/h8-17H,18H2,1-7H3

InChI key

QMLPJDVGNRHGJQ-UHFFFAOYSA-N

Application

Takasago Ligands and Complexes for Asymmetric Reactions
Ligand for greener Buchwald-Hartwig coupling in TPGS-750-M.
On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors

Legal Information

Sold in collaboration with Takasago for research purposes only.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG8573
MKCF7758
MKBZ5490V
MKBW2576V
MKBQ7289V

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Articles

Procedures for Transition-Metal-Catalyzed Cross-Coupling Reactions in Water at Room Temperature using TPGS-750-M

TPGS-750-M, a second generation surfactant, is useful for room temperature, palladium and ruthenium-catalyzed reactions in water. Reactions include the Heck reaction, Suzuki-Miyaura reaction, Sonogashira reaction, Buchwald-Hartwig amination reaction, Negishi reaction, and olefin metathesis.

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

Protocols

Buchwald-Hartwig Amination Reaction in Water at Room Temperature using TPGS-750-M

TPGS-750-M, a second generation surfactant, may be used in the Buchwald-Hartwig Amination Reaction in Water at Room Temperature.

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