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Merck

686344

Sigma-Aldrich

4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷-2-醇

95%

别名:

2-氧代-4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷, 4,4,5,5-四甲基-1,3,2-二氧磷杂环戊烷2-氧化物, HASPO-1, 膦酸频哪醇酯, 频哪醇膦酸酯

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About This Item

经验公式(希尔记法):
C6H13O3P
CAS号:
分子量:
164.14
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:

化驗

95%

形狀

powder

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

mp

99-106 °C

官能基

phosphine

SMILES 字串

CC1(C)O[PH](=O)OC1(C)C

InChI

1S/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3

InChI 密鑰

QPONEGYFSLRCLJ-UHFFFAOYSA-N

應用

  • Preligand in palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates with Grignard reagents
  • Catalyst for reversible chain transfer polymerizations

Reactant for:
  • Synthesis of oxapalladacycle as catalyst for Markovnikov-type addition
  • Preparation of palladium(II) complexes as catalysts for Heck cross-coupling reactions
  • Preparation of palladium catalysts for asymmetric hydrogenation of a-keto phosphonates
  • Hydrophosphorylation of alkenes, dienes and enynes in the presence of rhodium catalysts
在空气中稳定的前配体,用于钯催化的 Kumada 型交叉偶联反应。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Dermal - Eye Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Lutz Ackermann et al.
Organic letters, 8(16), 3457-3460 (2006-07-28)
[reaction: see text] Air-stable and easily accessible PinP(O)H enables highly efficient palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates. The in situ generated catalyst proved applicable not only to electron-rich and electron-poor carbocyclic tosylates but also to heterocyclic tosylates, such as

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