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Key Documents

808423

Sigma-Aldrich

HandaPhos

toluene solution (14 mg HandaPhos per 1 mL of toluene)

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About This Item

CAS號碼:
EC號碼:
分類程式碼代碼:
12350000
NACRES:
NA.22

形狀

liquid

反應適用性

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

轉變溫度

flash point 42.0 °F

官能基

phosphine

儲存溫度

2-8°C

SMILES 字串

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

應用

HandaPhos is a monophosphine ligand. As reported by Lipshutz and coworkers, HandaPhos, in tandem with designer surfactant TPGS-750-M, allows for palladium-catalyzed cross-couplings to be performed at room temperature requiring levels of palladium lower than 1000 ppm (less than 0.1 mol %). HandaPhos can be used in cross-couplings such as Suzuki-Miyaura, Sonogashira, Buchwald-Hartwig and several other commonly used cross-coupling reactions.

相關產品

產品號碼
描述
訂價

訊號詞

Danger

危險分類

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

標靶器官

Central nervous system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

41.0 °F

閃點(°C)

5 °C


分析證明 (COA)

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Micellar catalysis-enabled sustainable ppm Au-catalyzed reactions in water at room temperature.
Klumphu P, et al.
Chemical Science, 8(9), 6354-6358 (2017)
Synthetic Chemistry in a Water World. New Rules Ripe for Discovery.
Lipshutz B H
Current opinion in green and sustainable chemistry., 11, 1-8 (2018)
Sustainable HandaPhos-ppm Palladium Technology for Copper-Free Sonogashira Couplings in Water under Mild Conditions.
Handa S, et al.
Organic Letters, 20 (3), 542?545-542?545 (2018)

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