Aminomethylsulfonic acid
Chemical compound
From Wikipedia, the free encyclopedia
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.
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| Names | |
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| IUPAC name
Aminomethanesulfonic acid | |
| Other names
Aminomethylenesulfonic acid | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.034.212 |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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: | |
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| Danger | |
| H314 | |
| P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501 | |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.