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dichlorophenylphosphine

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EntityQ410415· pop 15· linked from 12 articles

dichlorophenylphosphine

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Also known as phosphenyl chloride

Dichlorophenylphosphine is an organophosphorus compound with the formula C6H5PCl2. This colourless viscous liquid is commonly used in the synthesis of organophosphines.

Chemical data

Formula
C6H5Cl2P
Molecular weight
178.98 g/mol
IUPAC name
dichloro(phenyl)phosphane
SMILES
C1=CC=C(C=C1)P(Cl)Cl
InChIKey
IMDXZWRLUZPMDH-UHFFFAOYSA-N
XLogP
3.1
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
177.951
Show 5 more facts
Commons category
Dichlorophenylphosphine
chemical formula
C₆H₅Cl₂P
canonical SMILES
C1=CC=C(C=C1)P(Cl)Cl
melting point
-51.0
boiling point
225
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Dichlorophenylphosphine is an organophosphorus compound with the formula C6H5PCl2. This colourless viscous liquid is commonly used in the synthesis of organophosphines.

Dichlorophenylphosphine is commercially available. It may be prepared by an electrophilic substitution of benzene by phosphorus trichloride, catalyzed by aluminium chloride. However, aluminum chloride often induces diarylation; a cleaner catalyst for monoarylation is stannic chloride. The compound is an intermediate for the synthesis of other chemicals for instance dimethylphenylphosphine: C6H5PCl2 + 2 CH3MgI → C6H5P(CH3)2 + 2 MgICl Many tertiary phosphines can be prepared by this route.

Excerpted from Wikipedia’s “dichlorophenylphosphine” article, available under the CC BY-SA 4.0 licence.

Gallery (2)