Triphenylphosphine dichloride

Triphenylphosphine dichloride
Structural formula
Ball-and-stick model
Ball-and-stick model
Space-filling model
Space-filling model
Names
Preferred IUPAC name
Dichlorotri(phenyl)-λ5-phosphane
Other names
Dichlorotriphenylphosphorane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.107.819 Edit this at Wikidata
UNII
  • InChI=1S/C18H15Cl2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H ☒N
    Key: ASWXNYNXAOQCCD-UHFFFAOYSA-N ☒N
  • ClP(Cl)(c1ccccc1)(c1ccccc1)c1ccccc1
Properties
C18H15Cl2P
Molar mass 333.19 g/mol
Melting point 176 °C (349 °F; 449 K)[1] 85-100 °C[2]
Reacts
Related compounds
Related compounds
 Phosphoranes
Triphenylphosphine
Phosphorus trichloride
Phosphorus pentachloride
Phosphorus halides
Tetraphenylphosphonium chloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Triphenylphosphine dichloride, (C6H5)3PCl2, is a chlorinating agent widely used in organic chemistry. Applications include the conversion of alcohols and ethers to alkyl chlorides, the cleavage of epoxides to vicinal dichlorides and the chlorination of carboxylic acids to acyl chlorides.[2]

  1. ^ Victor Grignard, J. Savard (1931). Comptes rendus de l'Académie des sciences. 192: 592–5. {{cite journal}}: Missing or empty |title= (help)
  2. ^ a b e-EROS Encyclopedia of Reagents for Organic Synthesis, doi:10.1002/047084289X.rt371