Phosphorus oxoacids

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Editor-In-Chief: Henry A. Hoff

Overview

Phosphorus forms a variety of compounds with oxygen and a number of these fit the description of an oxoacid. A phosphorus oxoacid contains phosphorus and oxygen, at least one hydrogen atom bound to oxygen, and forms an ion by the loss of one or more protons.

Phosphenous acid

Template:Chembox header | Phosphenous acid
Template:Chembox header | General
Systematic name Phosphenous acid
Molecular formula HPO2
P(O)OH
Molar mass 63.980501 g/mol
Appearance and smell colorless, acrid
CAS number 6303-21-5
Template:Chembox header | Properties
Density and phase 1.274 g/cm3, liquid
Solubility in water miscible
Melting point 26.5 °C (299.5 K)
Boiling point 106 °C (379 K) decomp.
Acidity (pKa) 1.2
Viscosity ? cP at ? °C
Template:Chembox header | Structure
Molecular shape
Dipole moment ? D
Template:Chembox header | Hazards
MSDS External MSDS
EU classification not listed
NFPA 704 Template:NFPA 704
Flash point non-flammable
RTECS number ?
Template:Chembox header | Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Template:Chembox header | Related compounds
Related oxoacids Hypophosphorous acid
Phosphinic acid
Related compounds Sodium phosphenite
Barium phosphenite
Template:Chembox header | Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Phosphenous acid (HOPO) is structurally based on σ2λ3 phosphorus.[1] CID 22497.[2] With only one hydroxyl radical per molecule, phosphenous acid does not yield H2O when it forms an oligomer. Instead the double bonded oxygen is shared with the adjacent phosphorus atom. In this way phosphenous acid can form polymers, including cyclic, cyclooligophosphenous acid, and branched, ultraoligophosphenous acid. An easily obtained cyclic trimer of phosphenous acid is composed of (HOPO)x repeat units where x=3, and OH is replaced by 2,6-di-tert-butyl-4-methylphenyl (Ar).[3]

Phosphinic acid

Phosphinic acid, HOP(O)H2, is a tautomer that exists in equilibrium with hypophosphorous acid, HP(OH)2. Phosphinic acid is CID 6326996, H2O2P+.[4] Both tautomers are described on the same page: Hypophosphorous acid. Usually, hypo and ous when added signify that the acid contains two less oxygen atoms than the "ic", phosphoric acid. Phosphinic acid is monoprotic as highlighted by its formula written as HOP(O)H2 and monobasic. Salts derived from these acids are called phosphinates or hypophosphites.

References

  1. Ronald Stanley Edmundson (1988). Dictionary of Organophosphorus Compounds. CRC Press. p. 1347. ISBN 0412257904, 9780412257902 Check |isbn= value: invalid character (help). Text "page xi " ignored (help)
  2. "Phosphenous acid - PubChem Public Chemical Database".
  3. Quin LD, Jankowski S, Rudzinski J, Sommese AG, Wu XP (1993). "Experiments on the generation of 2-coordinate phosphoryl species by fragmentation of 7-phosphanorbornene and 3-phospholene derivatives". J Org Chem. 58 (23): 6212–6. doi:10.1021/jo00075a014. Unknown parameter |month= ignored (help)
  4. "Phosphinic acid - PubChem Public Chemical Database".

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