Aminomethylsulfonic acid

Aminomethylsulfonic acid
Names
IUPAC name
Aminomethanesulfonic acid
Other names
Aminomethylenesulfonic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.034.212
EC Number
  • 237-649-6
UNII
  • InChI=1S/CH5NO3S/c2-1-6(3,4)5/h1-2H2,(H,3,4,5)
    Key: OBESRABRARNZJB-UHFFFAOYSA-N
  • C(N)S(=O)(=O)O
Properties
CH5NO3S
Molar mass 111.12 g·mol−1
Appearance White crystalline solid
Melting point 190–194 °C (374–381 °F; 463–467 K)[1]
Hazards
GHS labelling:[1]
Danger
H314
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aminomethylsulfonic acid (also called aminomethylenesulfonic acid and aminomethanesulfonic acid) is an organic chemical compound, with amino (−NH2) and sulfonic acid (−SO2−OH) groups on the carbon atom. Its chemical formula is NH2CH2SO2OH, and it has a molar mass of 111.12 g/mol.

Synthesis

Aminomethane sulfonic acid can be made by the reaction between hexamethylenetetramine (hexamine) with sulfur dioxide (SO2) in an aqueous environment.[2]

Properties

Aminomethanesulfonic acid is a corrosive solid. It could be thought of as the sulfonic acid analogue of glycine, just like aminomethylphosphonic acid is the phosphonic analogue of glycine.[3] Its density is ~1.7 g/cm3.[4]

Aminomethanesulfonic acid appears as a white crystalline solid that dissolves readily in water. It exhibits amphoteric behavior, meaning it can act as either an acid or a base depending on the conditions. Heating the compound above 280 °C leads to decomposition, releasing sulfur dioxide and other gaseous products.[5]

Uses

Although aminomethanesulfonic acid has limited commercial use, it has been employed in research as a reagent and as a buffering agent. It has also been studied as a structural analog of taurine in biochemical research, helping to investigate metabolic pathways and sulfonic acid derivatives.[6]

Dangers

Aminomethanesulfonic acid can cause skin and eye burns, it is an dermatotoxin.

References

  1. ^ "Aminomethanesulfonic acid (CAS RN: 13881-91-9)". CAS Common Chemistry. Chemical Abstracts Service. Retrieved 2026-01-15.
  2. ^ Khoma, R. E.; et al. (2019). "Synthesis, crystal structure, and spectral characteristics of N-(n-propyl) aminomethanesulfonic acid. Acute toxicity of aminomethanesulfonic acid and its N-alkylated derivatives". Voprosy Khimii i Khimicheskoi Tekhnologii. 6 (6): 255–262. doi:10.32434/0321-4095-2019-127-6-255-262.
  3. ^ CID 83791 from PubChem
  4. ^ CSID:75612, https://www.chemspider.com/Chemical-Structure.75612.html, (accessed 16:39, Jan 15, 2026)
  5. ^ Becker, K. (1974). "Thermal decomposition of aminomethanesulfonic acid and related sulfonic acids". Journal of Thermal Analysis. 7 (3): 311–318. doi:10.1007/BF01911590.
  6. ^ Huxtable, R. (1982). "Taurine analogs and metabolic studies". Advances in Experimental Medicine and Biology. 141: 261–273. doi:10.1007/978-1-4684-8181-5_23.