产品名称
二苯基磷氧, 97%
SMILES string
O=[PH](c1ccccc1)c2ccccc2
InChI
1S/C12H11OP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,14H
InChI key
ASUOLLHGALPRFK-UHFFFAOYSA-N
assay
97%
form
solid
reaction suitability
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Hydrophosphonylations, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
mp
56-57 °C (lit.)
functional group
phosphine
Quality Level
Application
二苯基氧膦可作为偶联配偶体，在Ni/Zn催化剂存在下与芳基卤化物通过交叉偶联反应制备各种有机磷化合物。
也可用作合成反应试剂：
也可用作合成反应试剂：
- 以孟加拉红为催化剂，通过2H-吲唑的膦酰化反应合成二苯基(2-苯基-2H-吲唑-3-基)膦氧化物衍生物。
- 在过渡金属催化剂的存在下，通过末端炔烃的氢膦酰化反应合成烯基二苯基膦氧化物。
- 与芳基三氟甲磺酸酯通过Pd催化的偶联反应合成含二苯基膦的手性配体，用于不对称催化反应。
- 合成三芳基膦氧化物和Horner-Wittig试剂。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Diphenylphosphine Oxide
Jeffrey OS, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)
Kurz, L.; Lee, G.; Morgans, D. et al.
Tetrahedron Letters, 31, 632-632 (1990)
Recent progress in the synthesis of phosphorus-containing indole derivatives
Chen L and Zou Y-X
Organic & Biomolecular Chemistry, 16(41), 7544-7556 (2018)
Edwards, M. L.; Stemerick, D. M. et al.
Tetrahedron Letters, 31, 5571-5571 (1990)
Li-Biao Han et al.
Journal of the American Chemical Society, 126(16), 5080-5081 (2004-04-22)
The cheap nickel catalysts are more reactive than the corresponding noble metal catalysts in the catalytic additions of a variety of P(O)-H bonds and an S-H bond to alkynes, affording regio- and stereoselectively both the Markovnikov and the anti-Markovnikov adducts
相关内容
Phosphine Ligand Application Guide
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