Methyl(diphenyl)phosphine Oxide

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Catalog Number
ACM2129897-1
Product Name
Methyl(diphenyl)phosphine Oxide
Structure
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CAS
2129-89-7
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Synonyms
ACMC-1CDML; 0841AB; NSC407134; MCULE-5248139729; C-11647; 2129-89-7; ST50406051; [methyl(phenyl)phosphoroso]benzene; KS-00000VGW; (C6H5)2(CH3)P=O;
IUPAC Name
[methyl(phenyl)phosphoryl]benzene;
Molecular Weight
216.22g/mol
Molecular Formula
C13H13OP;
Canonical SMILES
CP(=O)(C1=CC=CC=C1)C2=CC=CC=C2;
InChI
InChI=1S/C13H13OP/c1-15(14,12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3;
InChI Key
PEGCITODQASXKH-UHFFFAOYSA-N;
Melting Point
113.0°C;
Complexity
215
Covalently-Bonded Unit Count
1
EC Number
218-346-8
Exact Mass
216.07g/mol
H-Bond Acceptor
1
Heavy Atom Count
15
Monoisotopic Mass
216.07g/mol
NSC Number
407134
Rotatable Bond Count
2
Topological Polar Surface Area
17.1A^2
Application
Methyl(diphenyl)phosphine Oxide is a white crystalline powder that serves as a versatile catalyst in various chemical reactions. It plays a crucial role in the chlorination and bromination of alcohols under Appel conditions, facilitates hydrosilylation reactions, and enables enantioselective cyanosilylation of ketones, as detailed in Tetrahedron Letters, 32, p. 2493, 1991.
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