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Bis(p-tolyl)phosphine oxide

Catalog Number
ACM2409612
Product Name
Bis(p-tolyl)phosphine oxide
Structure
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CAS
2409-61-2
  • Product Overview
  • Usage
Synonyms
Bis(4-methylphenyl)phosphine oxide
IUPAC Name
bis(4-methylphenyl)-oxophosphanium
Molecular Weight
230.24
Molecular Formula
C14H15OP
Canonical SMILES
CC1=CC=C(C=C1)[P+](=O)C2=CC=C(C=C2)C;
InChI
ZHIPXAFNKGZMSC-UHFFFAOYSA-N
InChI Key
InChI=1S/C14H14OP/c1-11-3-7-13(8-4-11)16(15)14-9-5-12(2)6-10-14/h3-10H,1-2H3/q+1
Boiling Point
354.2±45.0 °C(Predicted)
Melting Point
96 °C(lit.)
Purity
97%+
Appearance
Solid
Complexity
211
Covalently-Bonded Unit Count
1
Exact Mass
229.078g/mol
Formal Charge
1
H-Bond Acceptor
1
Heavy Atom Count
16
Isomeric SMILES
CC1=CC=C(C=C1)[P+](=O)C2=CC=C(C=C2)C
Monoisotopic Mass
229.078g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
17.1A^2
Application
Bis(p-tolyl)phosphine oxide is a white powder that serves as an important intermediate in organic chemical synthesis. Its utility is highlighted in reactions such as the Suzuki reaction, where it plays a crucial role. Additionally, it is employed in the controllable phosphorylation of thioesters, facilitating the selective synthesis of aryl and benzyl phosphoryl compounds, as demonstrated in recent chemical research.
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