Hydrogen thioperoxide

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Hydrogen thioperoxide
Names
IUPAC name
Sulfenic acid
Systematic IUPAC name
Thioperoxol
Other names
Sulfenic acid
oxadisulfane
Sulfur hydride hydroxide
Sulfonol
Sulfanol
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
672
RTECS number
  • WP4100000
  • InChI=1S/H2OS/c1-2/h1-2H
    Key: RVEZZJVBDQCTEF-UHFFFAOYSA-N
  • OS
Properties
H2OS
Molar mass 50.08 g·mol−1
Density 1.249
1.484
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hydrogen thioperoxide, also called oxadisulfane or sulfanol, is the chemical with the structure H–S–O–H. It can be considered as the simple sulfur-substituted analog of the common hydrogen peroxide (H–O–O–H) chemical, and as the simplest hydrogen chalcogenide containing more than one type of chalcogen. The chemical has been described as the "missing link" between hydrogen peroxide and hydrogen disulfide (H–S–S–H),[2] though it is substantially less stable than either of the other two. It is the inorganic parent structure of the sulfenic acid class of organic compounds (R–S–O–H) and also the oxadisulfide linkage (R1–S–O–R2), where "R" is any organic structure. Sulfur is present in oxidation state 0.

Formation

Hydrogen thioperoxide has been synthesized in labs by

photolysis of a mixture of ozone and hydrogen sulfide frozen in argon at 8 K[3] and by pyrolysis of di-tert-butyl sulfoxide.[2][4]
Yet another synthesis is by an electric discharge through water and sulfur.[5]

In the interstellar medium there is a hypothesis that hydrogen thioperoxide is formed in a reaction of sulfur monoxide with the trihydrogen cation, dihydrogen and an electron. Another possible route, is sulfur monoxide reacting with atomic hydrogen to form HOS and HSO which in turn can add another hydrogen atom. However this mechanism probably needs a dust grain to take away excess energy.[6]

Properties

Hydrogen thioperoxide molecules have a

gauche conformation.[7] They are unsymmetrical, but have a low barrier to convert from left-hand to right-hand forms, so that the molecule can tunnel between the forms.[5]

The measurements of the bond-lengths in hydrogen thioperoxide are H–S 1.3420 Å, S–O 1.6616 Å, O–H 0.9606 Å. The bond angles are H–S–O 98.57°, S–O–H 107.19°. The H–S and O–H bonds are twisted at 90.41°.[8]

The half-life of hydrogen thioperoxide in water is 40 minutes, much longer than the expected half-life of less than seconds for a sulfenic acid.[9]

Reactions

Two molecules of hydrogen thioperoxide can undergo cyclocondensation to form sulfinothioic acid HS(=O)SH and water.[10]

Hydrosulfide HS− can react with HSOH to yield disulfane HSSH.[11]

References

  1. doi:10.1016/0009-2614(94)00293-2
    .
  2. ^
    PMID 14639633
    .
  3. doi:10.1063/1.434294.{{cite journal}}: CS1 maint: numeric names: authors list (link
    )
  4. PMID 16240313
    .
  5. ^
    ISBN 9783867277907. Archived from the original
    (PDF) on 2017-03-12. Retrieved 2017-03-11.
  6. ^ Baum 70-73
  7. doi:10.1021/jp981841j
    .
  8. ^ Baum 84
  9. PMID 29096321
    .
  10. PMID 22724673
    .
  11. ISBN 9780128016237
    .
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