Phosphinous acid

Phosphinous acid
Names
	Other names hydroxyphosphine
Identifiers
CAS Number	13840-40-9;
3D model (JSmol)	Interactive image;
ChemSpider	126521;
PubChem CID	143409;
CompTox Dashboard (EPA)	DTXSID80276387 ;
	InChI InChI=1S/H3OP/c1-2/h1H,2H2 Key: RYIOLWQRQXDECZ-UHFFFAOYSA-N;
	SMILES OP;
Properties
Chemical formula	H3OP
Molar mass	49.997 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Phosphinous acid (or Phosphinol) is the inorganic compound with the formula H₂POH. It exists, fleetingly, as a mixture with its less stable tautomer H₃PO (phosphine oxide). This mixture has been generated by low temperature oxidation of phosphine with ozone.^[1] H₂POH is mainly of pedagogical interest. Organophosphinous acids are more prevalent than the parent H₂POH.

Organophosphinous acids[edit]

Phosphinous acids exist mainly as minor tautomers of secondary phosphine oxides. For example diphenylphosphinous acid, which is not detectable directly, is invoked as the tautomer of diphenylphosphine oxide.

Highly electron-withdrawing substituents stabilize the phosphinous acid tautomer as illustrated by (CF₃)₂POH.^[2]

References[edit]

^ Withnall, Robert; Andrews, Lester (1987). "FTIR spectra of the photolysis products of the phosphine-ozone complex in solid argon". Journal of Physical Chemistry. 91 (4): 784–97. doi:10.1021/j100288a008.
^ Bader, Julia; Berger, Raphael J. F.; Stammler, Hans-Georg; Mitzel, Norbert W.; Hoge, Berthold (2011). "First Solid-State Structures of Real Diorganyl Phosphinous Acids R₂POH (R=CF₃, C₂F₅)". Chemistry - A European Journal. 17 (48): 13420–13423. doi:10.1002/chem.201102370. PMID 22052837.

[1] Withnall, Robert; Andrews, Lester (1987). "FTIR spectra of the photolysis products of the phosphine-ozone complex in solid argon". Journal of Physical Chemistry. 91 (4): 784–97. doi:10.1021/j100288a008.

[2] Bader, Julia; Berger, Raphael J. F.; Stammler, Hans-Georg; Mitzel, Norbert W.; Hoge, Berthold (2011). "First Solid-State Structures of Real Diorganyl Phosphinous Acids R₂POH (R=CF₃, C₂F₅)". Chemistry - A European Journal. 17 (48): 13420–13423. doi:10.1002/chem.201102370. PMID 22052837.

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