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Ethyldiphenylphosphine oxide

Catalog Number
ACM1733579-2
Product Name
Ethyldiphenylphosphine oxide
CAS
1733-57-9
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Synonyms
Ethyldiphenylphosphine oxide, 97%; SCHEMBL777736; Phosphine oxide, diphenylethyl-; UNII-CB83WF95OB; ZINC396178; Diphenyl(ethyl)phosphine oxide; Phosphine oxide, ethyldiphenyl-; ethyldiphenylphosphino-1-one; DTXSID70169577; MCULE-5223886481;
IUPAC Name
[ethyl(phenyl)phosphoryl]benzene;
Molecular Weight
230.247g/mol
Molecular Formula
C14H15OP;
Canonical SMILES
CCP(=O)(C1=CC=CC=C1)C2=CC=CC=C2;
InChI
InChI=1S/C14H15OP/c1-2-16(15,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,2H2,1H3;
InChI Key
AKTGKEBIBGSCLD-UHFFFAOYSA-N;
Melting Point
122.5°C;
Complexity
228
Covalently-Bonded Unit Count
1
EC Number
217-068-4
Exact Mass
230.086g/mol
H-Bond Acceptor
1
Heavy Atom Count
16
Monoisotopic Mass
230.086g/mol
Rotatable Bond Count
3
Topological Polar Surface Area
17.1A^2
UNII
CB83WF95OB
Application
Ethyldiphenylphosphine oxide serves a vital role as a reactant in several advanced chemical processes. It is prominently used in the regioselective lactonization of unsymmetrical 1,4-diols, which is a key reaction in organic synthesis. Additionally, it facilitates the synthesis of a nanostructured dioxomolybdenum(VI) catalyst crucial for the liquid-phase epoxidation of olefins, a process important for producing various industrial chemicals. This compound also plays a significant part in the reduction of tertiary phosphine oxides when combined with DIBAL-H, and it is involved in the diphenylphosphineyl-mediated synthesis of ketones. Moreover, ethyldiphenylphosphine oxide is used in nucleophilic aromatic substitution, where hydrogen is replaced by phosphorus-stabilized carbanions. Lastly, it is essential for stereospecific reductions that form phosphines, highlighting its versatility and importance in the field of synthetic chemistry.
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