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经验公式(希尔记法):
C6H13O3P
化学文摘社编号:
分子量:
164.14
UNSPSC Code:
12352005
PubChem Substance ID:
MDL number:
InChI
1S/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3
SMILES string
CC1(C)O[PH](=O)OC1(C)C
InChI key
QPONEGYFSLRCLJ-UHFFFAOYSA-N
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
mp
99-106 °C
functional group
phosphine
Application
在空气中稳定的前配体,用于钯催化的 Kumada 型交叉偶联反应。
- 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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
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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