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Sodium thiosulfate

From Wikipedia, the free encyclopedia
Sodium thiosulfate
Sodium thiosulfate
Sodium thiosulfate
Names
IUPAC name
Sodium thiosulfate
Other names
Sodium hyposulphite
Hyposulphite of soda
Hypo
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.028.970Edit this at Wikidata
EC Number
  • anhydrous: 231-867-5
E numberE539(acidity regulators, ...)
RTECS number
  • anhydrous: XN6476000
UNII
  • InChI=1S/2Na.H2O3S2/c;;1-5(2,3)4/h;;(H2,1,2,3,4)/q2*+1;/p-2 checkY
    Key: AKHNMLFCWUSKQB-UHFFFAOYSA-L checkY
  • anhydrous: InChI=1/2Na.H2O3S2/c;;1-5(2,3)4/h;;(H2,1,2,3,4)/q2*+1;/p-2
    Key: AKHNMLFCWUSKQB-NUQVWONBAM
  • pentahydrate: InChI=1S/2Na.H2O3S2.5H2O/c;;1-5(2,3)4;;;;;/h;;(H2,1,2,3,4);5*1H2/q2*+1;;;;;;/p-2
    Key: PODWXQQNRWNDGD-UHFFFAOYSA-L
  • anhydrous: [Na+].[Na+].[O-]S(=O)(=O)[S-]
  • pentahydrate: O.O.O.O.O.[Na+].[Na+].[O-]S(=O)(=O)[S-]
Properties
Na2S2O3
Molar mass158.11 g/mol (anhydrous)
248.18 g/mol (pentahydrate)
AppearanceWhite crystals
OdorOdorless
Density1.667 g/cm3
Melting point48.3 °C (118.9 °F; 321.4 K) (pentahydrate)
Boiling point100 °C (212 °F; 373 K) (pentahydrate, - 5H2O decomposition)
70.1 g/100 mL (20 °C)[1]
231 g/100 mL (100 °C)
Solubilitynegligible inalcohol
1.489
Structure
monoclinic
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315,H319,H335
P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P362,P403+P233,P405,P501
NFPA 704 (fire diamond)
Flash pointNon-flammable
Safety data sheet (SDS)External MSDS
Related compounds
Othercations
Thiosulfuric acid
Lithium thiosulfate
Potassium thiosulfate
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Sodium thiosulfate (sodium thiosulphate) is aninorganic compound with the formulaNa2S2O3·xH2O. Typically it is available as the white or colorlesspentahydrate (x = 5), which is a white solid that dissolves well in water. The compound is areducing agent and aligand, and these properties underpin its applications.[2]

Uses

[edit]

Sodium thiosulfate is used predominantly indyeing. It converts some dyes to their soluble colorless"leuco" forms. It is also used to bleach "wool, cotton, silk, soaps, glues, clay, sand, bauxite, and edible oils, edible fats, and gelatin."[2]

Medical uses

[edit]
Main article:Sodium thiosulfate (medical use)

Sodium thiosulfate is used in the treatment ofcyanide poisoning.[3] It is on theWorld Health Organization's List of Essential Medicines.[4][5] Other uses include topical treatment ofringworm andtinea versicolor,[3][6] and treating some side effects ofhemodialysis[7] andchemotherapy.[8][9] In September 2022, the U.S.Food and Drug Administration (FDA) approved sodium thiosulfate under the trade name Pedmark to lessen the risk ofototoxicity andhearing loss in infant, child, and adolescent cancer patients receiving the chemotherapy medicationcisplatin.[10][11]

Photographic processing

[edit]
See also:Collodion § Wet-plate collodion photography

In photography, sodium thiosulfate is used in bothfilm andphotographic paper processing as afixer, sometimes still called 'hypo' from the original chemical name, hyposulphite of soda.[12] It functions to dissolvesilver halides, e.g.,AgBr, components of photographic emulsions.Ammonium thiosulfate is typically preferred to sodium thiosulfate for this application.[2]

The ability of thiosulfate to dissolve silver ions is related to its ability to dissolve gold ions.

Neutralizing chlorinated water

[edit]

It is used to dechlorinate tap water including loweringchlorine levels for use in aquariums, swimming pools, and spas (e.g., followingsuperchlorination) and withinwater treatment plants to treat settled backwash water prior to release into rivers.[2] The reduction reaction is analogous to the iodine reduction reaction.

InpH testing ofbleach substances, sodium thiosulfate neutralizes the color-removing effects of bleach and allows one to test the pH of bleach solutions with liquid indicators. The relevant reaction is akin to the iodine reaction: thiosulfate reduces thehypochlorite (the active ingredient inbleach) and in so doing becomes oxidized to sulfate. The complete reaction is:

4 NaClO + Na2S2O3 + 2 NaOH → 4 NaCl + 2 Na2SO4 + H2O

Similarly, sodium thiosulfate reacts withbromine, removing the free bromine from the solution. Solutions of sodium thiosulfate are commonly used as a precaution in chemistry laboratories when working with bromine and for the safe disposal of bromine,iodine, or other strong oxidizers.

Structure

[edit]
Structure of sodium thiosulfate according toX-ray crystallography, showing the tetrahedral thiosulfate anion embedded in a network of sodium ions. Color code: red = O, yellow = S

Two polymorphs are known as pentahydrate. The anhydrous salt exists in several polymorphs.[2] In the solid state, thethiosulfateanion is tetrahedral in shape and is notionally derived by replacing one of the oxygen atoms by a sulfur atom in asulfate anion. The S-S distance indicates a single bond, implying that the terminal sulfur holds a significant negative charge and the S-O interactions have more double-bond character.

Production

[edit]

Sodium thiosulfate is prepared by oxidation ofsodium sulfite withsulfur.[2] It is also produced from wastesodium sulfide from the manufacture of sulfurdyes.[13]

This salt can also be prepared by boiling aqueoussodium hydroxide and sulfur according to the following equation.[14][15] However, this is not recommended outside of a laboratory, as exposure tohydrogen sulfide can result if improperly handled.

6 NaOH + 4 S → 2 Na2S + Na2S2O3 + 3 H2O

Principal reactions

[edit]

Upon heating to 300 °C, it decomposes tosodium sulfate andsodium polysulfide:

4 Na2S2O3 → 3 Na2SO4 + Na2S5

Thiosulfate salts characteristically decompose upon treatment with acids. Initial protonation occurs at sulfur. When the protonation is conducted indiethyl ether at −78 °C,H2S2O3 (thiosulfuric acid) can be obtained. It is a somewhat strong acid with pKas of 0.6 and 1.7 for the first and second dissociations, respectively. Under normal conditions, acidification of solutions of this salt excess with even dilute acids results in complete decomposition tosulfur,sulfur dioxide, andwater:[13]

8 Na2S2O3 + 16 HCl → 16 NaCl + S8 + 8 SO2 + 8 H2O

Coordination chemistry

[edit]

Thiosulfate forms complexes withtransition metal ions. One such complex is[Au(S2O3)2]3−.

Iodometry

[edit]

Someanalytical procedures exploit the oxidizability ofthiosulfate anion byiodine. The reaction producestetrathionate:

2 S2O2−3 + I2 → S4O2−6 + 2 I

Due to the quantitative nature of this reaction, as well as becauseNa2S2O3·5H2O has an excellent shelf-life, it is used as atitrant iniodometry.Na2S2O3·5H2O is also a component ofiodine clock experiments.

This particular use can be set up to measure the oxygen content of water through a long series of reactions in theWinkler test for dissolved oxygen. It is also used in estimating volumetrically the concentrations of certain compounds in solution (hydrogen peroxide, for instance) and in estimating the chlorine content in commercial bleaching powder and water.

Organic chemistry

[edit]

Alkylation of sodium thiosulfate givesS-alkylthiosulfates, which are calledBunte salts.[16] The alkylthiosulfates are susceptible to hydrolysis, affording the thiol. This reaction is illustrated by one synthesis ofthioglycolic acid:

ClCH2CO2H + Na2S2O3 → Na[O3S2CH2CO2H] + NaCl
Na[O3S2CH2CO2H] + H2O → HSCH2CO2H + NaHSO4

Safety

[edit]

Sodium thiosulfate has low toxicity. LDLo for rabbits is 4000 mg/kg.[2]

References

[edit]
  1. ^Record in theGESTIS Substance Database of theInstitute for Occupational Safety and Health
  2. ^abcdefgBarbera JJ, Metzger A, Wolf M (2012). "Sulfites, Thiosulfates, and Dithionites".Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.a25_477.ISBN 978-3-527-30673-2.
  3. ^abStuart MC, Kouimtzi M, Hill SR, eds. (2009).WHO Model Formulary 2008. World Health Organization. p. 66.hdl:10665/44053.ISBN 978-92-4-154765-9.
  4. ^Organization, World Health (2019).World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization.hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  5. ^Organization, World Health (2021).World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization.hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  6. ^Sunenshine PJ, Schwartz RA, Janniger CK (2002). "Tinea versicolor".Int. J. Dermatol.37 (9):648–55.doi:10.1046/j.1365-4362.1998.00441.x.PMID 9762812.S2CID 75657768.
  7. ^Auriemma M, Carbone A, Di Liberato L, et al. (2011). "Treatment of Cutaneous Calciphylaxis with Sodium Thiosulfate: Two Case Reports and a Review of the Literature".Am. J. Clin. Dermatol.12 (5):339–46.doi:10.2165/11587060-000000000-00000.PMID 21834598.S2CID 28366905.
  8. ^Orgel E, Villaluna D, Krailo MD, Esbenshade A, Sung L, Freyer DR (May 2022)."Sodium thiosulfate for prevention of cisplatin-induced hearing loss: updated survival from ACCL0431".The Lancet. Oncology.23 (5):570–572.doi:10.1016/S1470-2045(22)00155-3.PMC 9635495.PMID 35489339.
  9. ^Dickey DT, Wu YJ, Muldoon LL, et al. (2005). "Protection against Cisplatin-Induced Toxicities byN-Acetylcysteine and Sodium Thiosulfate as Assessed at the Molecular, Cellular, and inVivo Levels".J. Pharmacol. Exp. Ther.314 (3):1052–8.doi:10.1124/jpet.105.087601.PMID 15951398.S2CID 11381393.
  10. ^Winstead, Edward (October 6, 2022)."Sodium Thiosulfate Reduces Hearing Loss in Kids with Cancer".National Cancer Institute. RetrievedMarch 9, 2023.
  11. ^"FDA approves sodium thiosulfate to reduce the risk of ototoxicity associated with cisplatin in pediatric patients with localized, non-metastatic solid tumors".U.S. Food and Drug Administration. 20 September 2022. Retrieved9 March 2023.
  12. ^Gibson CR (1908).The Romance of Modern Photography, Its Discovery & Its Achievements. Seeley & Co. pp. 37.hyposulphite-of-soda herschel fixer hypo.
  13. ^abHolleman AF, Wiberg E, Wiberg N (2001).Inorganic Chemistry. San Diego: Academic Press.ISBN 978-0-12-352651-9.
  14. ^Gordin HM (1913).Elementary Chemistry. Vol. 1. Inorganic Chemistry. Chicago: Medico-Dental Publishing Co. pp. 162 & 287–288.
  15. ^Greenwood, Norman N.; Earnshaw, Alan (1997).Chemistry of the Elements (2nd ed.).Butterworth-Heinemann.doi:10.1016/C2009-0-30414-6.ISBN 978-0-08-037941-8.
  16. ^Alonso ME, Aragona H (1978). "Sulfide Synthesis in Preparation of Unsymmetrical Dialkyl Disulfides: Sec-butyl Isopropyl Disulfide".Org. Synth.58: 147.doi:10.15227/orgsyn.058.0147.Free access icon
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