Skip to content
phosphorine

Structure via PubChem · Public domain (PubChem)

EntityQ413798· pop 16· linked from 26 articles

phosphorine

Sign in to save

Phosphorine (IUPAC name: phosphinine) is a heavier element analog of pyridine, containing a phosphorus atom instead of an aza- moiety. It is also called phosphabenzene and belongs to the phosphaalkene class. It is a colorless liquid that is mainly of interest in research.

Chemical data

Formula
C5H5P
Molecular weight
96.07 g/mol
IUPAC name
phosphinine
SMILES
C1=CC=PC=C1
InChIKey
UNQNIRQQBJCMQR-UHFFFAOYSA-N
XLogP
-0.3
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Has part
hydrogen
Mass
96.012887
Show 3 more facts
chemical formula
C₅H₅P
canonical SMILES
C1=CC=PC=C1
Commons category
Phosphorine
Sources (2)

via Wikidata · CC0

~4 min read

Encyclopedic overview

5 sections
Contents
  • History
  • Structure, bonding, and properties
  • Coordination chemistry
  • See also
  • References

Phosphorine (IUPAC name: phosphinine) is a heavier element analog of pyridine, containing a phosphorus atom instead of an aza- moiety. It is also called phosphabenzene and belongs to the phosphaalkene class. It is a colorless liquid that is mainly of interest in research.

Phosphorine is an air-sensitive oil but is otherwise stable when handled using air-free techniques (however, substituted derivatives can often be handled under air without risk of decomposition). In contrast, silabenzene, a related heavy-element analogue of benzene, is not only air- and moisture-sensitive but also thermally unstable without extensive steric protection.

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

Gallery (5)