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799580

HandaPhos

Name: HandaPhos
Brand: ALDRICH

≥95%, powder

Synonym(s):

(2S,3S)-4-(2,6-Dimethoxyphenyl)-3-(2-methyl-2-propanyl)-2-(2,4,6-triisopropylbenzyl)-2,3-dihydro-1,3-benzoxaphosphole

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₄₇O₃P

CAS Number:

1908442-13-6

Molecular Weight:

546.72

UNSPSC Code:

12350000

NACRES:

NA.22

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Properties

Product Name

HandaPhos, ≥95%

Quality Level

100

product line

Buchwald Ligand

assay

≥95%

form

powder

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

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

functional group

phosphine

greener alternative category

Aligned,

storage temp.

2-8°C

SMILES string

COC(C=CC=C1OC)=[C@]1[C@@]2=C([P@](C(C)(C)C)[C@@H](CC3=C(C(C)C)C=C(C(C)C)C=C3C(C)C)O4)C4=CC=C2

InChI

1S/C35H47O3P/c1-21(2)24-18-26(22(3)4)28(27(19-24)23(5)6)20-32-38-31-17-12-14-25(34(31)39(32)35(7,8)9)33-29(36-10)15-13-16-30(33)37-11/h12-19,21-23,32H,20H2,1-11H3/t32-,39?/m0/s1

InChI key

RXGMKJPMNONITA-DKHGMYDOSA-N

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

HandaPhos forms a 1:1 complex with Pd(OAc)₂ thereby arriving at a pre-catalyst, used at the ppm level, that enables Suzuki-Miyaura cross-couplings to be run under micellar catalysis in water at room temperature. To be used in tandem with Designer Surfactant TPGS-750-M.

Other Notes

HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature

Watch Professor Lipshutz talk about HandaPhos in this webinar:
From milligrams to kilograms: synthetic chemistry following nature′s lead

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Global Trade Item Number

SKU	GTIN
799580-100MG	04061833232293
799580-25MG	04061833232309