추천 제품
Quality Level
분석
97%
양식
solid
반응 적합성
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.)
작용기
phosphine
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
애플리케이션
Diphenylphosphine oxide can be used as a coupling partner to prepare various organophosphorus compounds via cross-coupling reaction with aryl halides in the presence of Ni/Zn catalyst.
It can also be used as a reactant to synthesize:
It can also be used as a reactant to synthesize:
- Diphenyl(2-phenyl-2H-indazol-3-yl)phosphine oxide derivatives by phosphonylation of 2H-indazoles using rose bengal as a catalyst.
- Alkenyldiphenylphosphine oxides by hydrophosphinylation of terminal alkynes in the presence of transition metal catalysts.
- Diphenylphosphino-containing chiral ligands for asymmetric catalytic reactions via Pd-catalyzed coupling reaction with aryl triflates.
- Triarylphosphine oxides and Horner-Wittig reagents.
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
표적 기관
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Gloves
이미 열람한 고객
Diphenylphosphine Oxide
Jeffrey OS, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)
Facile synthesis of chelating bisphosphine oxides and bisphosphines via palladium-catalyzed bishydrophosphinylation reactions
Allen Jr A, et al.
Tetrahedron Letters, 43(20), 3707-3710 (2002)
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
Visible-light-induced organophotoredox-catalyzed phosphonylation of 2 H-indazoles with diphenylphosphine oxide
Singsardar M, et al.
The Journal of Organic Chemistry, 83(20), 12694-12701 (2018)
Recent progress in the synthesis of phosphorus-containing indole derivatives
Chen L and Zou Y-X
Organic & Biomolecular Chemistry, 16(41), 7544-7556 (2018)
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