Difference between revisions of "Peroxymonosulfuric acid"

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|  OtherNames = Persulfuric acid<br/>Peroxysulfuric acid<br/>Peroxomonosulfuric acid
 
|  OtherNames = Persulfuric acid<br/>Peroxysulfuric acid<br/>Peroxomonosulfuric acid
 
| Section1 = {{Chembox Identifiers
 
| Section1 = {{Chembox Identifiers
|  CASNo = 7722-86-3
+
|  InChI = 1/H2O5S/c1-5-6(2,3)4/h1H,(H,2,3,4)
RTECS =  
+
|  StdInChI = 1S/H2O5S/c1-5-6(2,3)4/h1H,(H,2,3,4)
 +
|  InChIKey = FHHJDRFHHWUPDG-UHFFFAOYAW
 +
|  StdInChIKey = FHHJDRFHHWUPDG-UHFFFAOYSA-N
 +
|  CASNo = 7722-86-3 <!-- verified with ESIS -->
 +
|  EC-number = 231-766-6
 +
ChemSpiderID = 2035480
 
   }}
 
   }}
 
| Section2 = {{Chembox Properties
 
| Section2 = {{Chembox Properties
 +
|  Reference = <ref>{{RubberBible62nd|page=B-154}}.</ref>
 
|  Formula = H<sub>2</sub>SO<sub>5</sub>
 
|  Formula = H<sub>2</sub>SO<sub>5</sub>
 
|  MolarMass = 114.04 g/mol
 
|  MolarMass = 114.04 g/mol
|  Appearance = White solid
+
|  Appearance = white solid
|  Density = 1.7-1.8<ref>http://www.solvayinterox.com.au/MSDS/MSDS%20-%20Caros%20Acid.pdf</ref> g/cm<sup>3</sup>, solid
+
|  Density = 1.7–1.8 g/cm<sup>3</sup>, solid
|  Solubility = Very soluble
+
|  Solubility = reacts
|   MeltingPt =  
+
|  Solubility1 = soluble
BoilingPt = Decomposes
+
|   Solvent1 = phosphoric acid
 +
MeltingPt = 45 ºC decomp.
 
   }}
 
   }}
 
| Section3 = {{Chembox Structure
 
| Section3 = {{Chembox Structure
|  Coordination = Tetrahedral
+
|  Coordination = Tetrahedral (at sulfur)
 
|  CrystalStruct =  
 
|  CrystalStruct =  
 
|  Dipole =  
 
|  Dipole =  
 
   }}
 
   }}
 
| Section7 = {{Chembox Hazards
 
| Section7 = {{Chembox Hazards
MainHazards = strong oxidizer
+
ExternalMSDS = [http://www.solvayinterox.com.au/MSDS/MSDS%20-%20Caros%20Acid.pdf Commercial MSDS]
 +
|  EUIndex = not listed
 
   }}
 
   }}
 
}}
 
}}
'''Peroxymonosulfuric acid''', also known as '''persulfuric acid''', '''peroxysulfuric acid''', or as '''Caro's acid''', is  H<sub>2</sub>SO<sub>5</sub>, a liquid at room temperature.  In this [[acid]], the S(VI) center adopts its characteristic tetrahedral geometry; the connectivity is indicated by the formula HO-O-S(O)<sub>2</sub>-OH.
+
'''Peroxymonosulfuric acid''', also known as '''persulfuric acid''', '''peroxysulfuric acid''', or as '''Caro's acid''', is  H<sub>2</sub>SO<sub>5</sub>, a liquid at room temperature.  In this [[acid]], the S(VI) center adopts its characteristic tetrahedral geometry; the connectivity is indicated by the formula HO–O–S(O)<sub>2</sub>–OH.
  
H<sub>2</sub>SO<sub>5</sub> is sometimes confused with H<sub>2</sub>S<sub>2</sub>O<sub>8</sub>, known as [[peroxydisulfuric acid]].  The disulfuric acid, which appears to be more widely used as its alkali metal salts, has the structure HO-S(O)<sub>2</sub>-O-O-S(O)<sub>2</sub>-OH.
+
H<sub>2</sub>SO<sub>5</sub> is sometimes confused with H<sub>2</sub>S<sub>2</sub>O<sub>8</sub>, known as [[peroxydisulfuric acid]].  The disulfuric acid, which is more widely used as its alkali metal salts, has the structure HO–S(O)<sub>2</sub>–O–O–S(O)<sub>2</sub>–OH.
<!--what about (HOO)2SO2?, e.g. SO2Cl2 + 2 H2O2 to give the diperoxide?-->
 
  
 
==History==
 
==History==
H<sub>2</sub>SO<sub>5</sub> was first described  by [[Heinrich Caro]], for whom it is named.
+
H<sub>2</sub>SO<sub>5</sub> was first described  by [[Heinrich Caro]], for whom it is named, in 1898.<ref>{{citation | title = Heinrich Caro and the Creation of Modern Chemical Industry | series =
 +
Chemists and Chemistry 19 | first1 = Carsten | last1 = Reinhardt | first2 = Anthony S. | last2 = Travis | publisher = Springer | location = Berlin | year = 2000 | isbn = 0792366026 | pages = 250, 305}}.</ref>
  
 
==Synthesis and production==
 
==Synthesis and production==
The laboratory scale preparation of Caro's acid involve the combination of [[chlorosulfuric acid]] and [[hydrogen peroxide]].
+
The laboratory scale preparation of Caro's acid involve the combination of [[chlorosulfuric acid]] and [[hydrogen peroxide]].<ref name="G&E">{{Greenwood&Earnshaw1st|page=846}}.</ref>
 +
::H<sub>2</sub>O<sub>2</sub> + ClSO<sub>2</sub>OH {{eqm}} H<sub>2</sub>SO<sub>5</sub>  + HCl
  
::H<sub>2</sub>O<sub>2</sub> + ClSO<sub>2</sub>OH  {{unicode|⇌}}  H<sub>2</sub>SO<sub>5</sub>  + HCl
+
Large scale production of Caro's acid is usually done on site, due to its instability, by reacting >85% [[sulfuric acid]] and >50% hydrogen peroxide ("[[Piranha solution]]").<ref>{{citation | inventor-last = Martin | inventor-first = Perry L. | title = Method and apparatus for producing a peroxyacid solution | country-code = US | description = Patent Appl. | year = 2005 | document-number = 2005031530}}.</ref>
 
+
::H<sub>2</sub>O<sub>2</sub> + H<sub>2</sub>SO<sub>4</sub> {{eqm}} H<sub>2</sub>SO<sub>5</sub> + H<sub>2</sub>O
Large scale production of Caro's acid is usually done on site, due to its instability.  According to the patent by Martin, Caro's acid is produced by reacting >85% [[sulfuric acid]] and >50% hydrogen peroxide ("[[Piranha solution]]").
 
 
 
::H<sub>2</sub>O<sub>2</sub> + H<sub>2</sub>SO<sub>4</sub>   {{unicode|⇌}} H<sub>2</sub>SO<sub>5</sub> + H<sub>2</sub>O
 
 
 
<!--probably also made electrochemically-->
 
  
 
==Uses in industry==
 
==Uses in industry==
H<sub>2</sub>SO<sub>5</sub> has been used for a variety of disinfectant and cleaning applications, e.g., swimming pool treatment and denture cleaning.  Alkali metal salts of H<sub>2</sub>SO<sub>5</sub> show promise for the [[lignin|delignification]] of wood.
+
H<sub>2</sub>SO<sub>5</sub> has been used for a variety of disinfectant and cleaning applications, e.g., swimming pool treatment and denture cleaning.  Alkali metal salts of H<sub>2</sub>SO<sub>5</sub> show promise for the [[lignin|delignification]] of wood.<ref>{{citation | title = Treatment of Softwood Kraft Pulps with Peroxymonosulfate Before Oxygen Delignification | last1 = Springer | first1 = E. L. | last2 = McSweeny | first2 = J. D. | journal = Tappi J. | year = 1993 | volume = 76 | pages = 194–99}}.</ref>
  
 
[[Ammonium]], [[sodium]], and [[potassium]] salts of H<sub>2</sub>SO<sub>5</sub> are used in the [[plastic]]s industry as [[polymerization]] initiators, etchants, desizing agents, [[soil conditioner]], and for decolorizing and deodorizing oils.
 
[[Ammonium]], [[sodium]], and [[potassium]] salts of H<sub>2</sub>SO<sub>5</sub> are used in the [[plastic]]s industry as [[polymerization]] initiators, etchants, desizing agents, [[soil conditioner]], and for decolorizing and deodorizing oils.
Line 58: Line 62:
  
 
==References==
 
==References==
{{Citationstyle|date=September 2007}}
 
 
{{reflist}}
 
{{reflist}}
*Martin, P. L. (USA). U.S. Pat. Appl. Publ. (2005), 21 pp. CODEN: USXXCO  US  2005031530  A1  20050210  Patent  written in English. Application: US  2004-878176  20040628.  Priority: US  2003-494009  20030807.  CAN 142:179838  AN 2005:122569  CAPLUS
 
*"Treatment of Softwood Kraft Pulps with Peroxymonosulfate Before Oxygen Delignification.    Springer, E. L.; McSweeny, J. D.  Tappi Journal  (1993),  76,  194-9.
 
  
 
[[Category:Sulfur oxoacids]]
 
[[Category:Sulfur oxoacids]]

Latest revision as of 20:54, 23 August 2009

Peroxymonosulfuric acid
File:Peroxymonosulfuric acid.svg
Ball-and-stick model of peroxymonosulfuric acid
Other names Persulfuric acid
Peroxysulfuric acid
Peroxomonosulfuric acid
Identifiers
InChI InChI=1/H2O5S/c1-5-6(2,3)4/h1H,(H,2,3,4)
InChIKey FHHJDRFHHWUPDG-UHFFFAOYAW
Standard InChI InChI=1S/H2O5S/c1-5-6(2,3)4/h1H,(H,2,3,4)
Standard InChIKey FHHJDRFHHWUPDG-UHFFFAOYSA-N
CAS number [7722-86-3]
EC number 231-766-6
ChemSpider 2035480
Properties[1]
Chemical formula H2SO5
Molar mass 114.04 g/mol
Appearance white solid
Density 1.7–1.8 g/cm3, solid
Melting point

45 ºC decomp.

Solubility in water reacts
Solubility in phosphoric acid soluble
Structure
Coordination geometry Tetrahedral (at sulfur)
Hazards
Material safety data sheet (MSDS) Commercial MSDS
EU index number not listed
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Peroxymonosulfuric acid, also known as persulfuric acid, peroxysulfuric acid, or as Caro's acid, is H2SO5, a liquid at room temperature. In this acid, the S(VI) center adopts its characteristic tetrahedral geometry; the connectivity is indicated by the formula HO–O–S(O)2–OH.

H2SO5 is sometimes confused with H2S2O8, known as peroxydisulfuric acid. The disulfuric acid, which is more widely used as its alkali metal salts, has the structure HO–S(O)2–O–O–S(O)2–OH.

History

H2SO5 was first described by Heinrich Caro, for whom it is named, in 1898.[2]

Synthesis and production

The laboratory scale preparation of Caro's acid involve the combination of chlorosulfuric acid and hydrogen peroxide.[3]

H2O2 + ClSO2OH H2SO5 + HCl

Large scale production of Caro's acid is usually done on site, due to its instability, by reacting >85% sulfuric acid and >50% hydrogen peroxide ("Piranha solution").[4]

H2O2 + H2SO4 H2SO5 + H2O

Uses in industry

H2SO5 has been used for a variety of disinfectant and cleaning applications, e.g., swimming pool treatment and denture cleaning. Alkali metal salts of H2SO5 show promise for the delignification of wood.[5]

Ammonium, sodium, and potassium salts of H2SO5 are used in the plastics industry as polymerization initiators, etchants, desizing agents, soil conditioner, and for decolorizing and deodorizing oils.

Potassium peroxymonosulfate, KHSO5, is the potassium acid salt of peroxymonosulfuric acid. It is widely used as an oxidizing agent.

Dangers

As with all strong oxidizing agents, peroxysulfuric acid should be kept away from organic compounds such as ethers and ketones because of its ability to peroxidize the compound, creating a highly unstable molecule such as acetone peroxide.

References

  1. CRC Handbook of Chemistry and Physics, 62nd ed.; Weast, Robert C., Ed.; CRC Press: Boca Raton, FL, 1981; p B-154. ISBN 0-8493-0462-8.
  2. Reinhardt, Carsten; Travis, Anthony S. Heinrich Caro and the Creation of Modern Chemical Industry; Chemists and Chemistry 19; Springer: Berlin, 2000; pp 250, 305. ISBN 0792366026.
  3. Greenwood, Norman N.; Earnshaw, A. Chemistry of the Elements; Pergamon: Oxford, 1984; p 846. ISBN 0-08-022057-6.
  4. Martin, Perry L. Method and apparatus for producing a peroxyacid solution. US Patent Appl. 2005031530, published 26 November.
  5. Springer, E. L.; McSweeny, J. D. Treatment of Softwood Kraft Pulps with Peroxymonosulfate Before Oxygen Delignification. Tappi J. 1993, 76, 194–99.
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