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Methanedisulphonic acid
[CAS# 503-40-2]

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Identification
ClassificationChemical reagent >> Organic reagent >> Sulfonate / sulfinate
NameMethanedisulphonic acid
SynonymsMethionic acid
Molecular StructureCAS # 503-40-2, Methanedisulphonic acid
Molecular FormulaCH4O6S2
Molecular Weight176.17
CAS Registry Number503-40-2
EC Number207-966-4
SMILESC(S(=O)(=O)O)S(=O)(=O)O
Properties
Density2.1±0.1 g/cm3, Calc.*
Index of Refraction1.581, Calc.*
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol symbol   GHS05;GHS07 Warning  Details
Risk StatementsH290-H315-H319-H335  Details
Safety StatementsP234-P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P390-P403+P233-P405-P406-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Skin corrosionSkin Corr.1BH314
Chronic hazardous to the aquatic environmentAquatic Chronic4H413
Serious eye damageEye Dam.1H318
SDSAvailable
up Discovery and Applications
Methanedisulphonic acid is an organic compound with the formula CH2(SO3H)2. It consists of a central methane group (CH2) bonded to two sulfonic acid groups (–SO3H). This compound is of significant interest in the field of chemistry due to its unique structure and versatile applications, particularly in organic synthesis, the production of industrial chemicals, and as a reagent in various chemical reactions.

The discovery of methanedisulphonic acid dates back to the early exploration of sulfonic acids, which are known for their ability to participate in a variety of chemical reactions, including nucleophilic substitution, electrophilic aromatic substitution, and acid-catalyzed processes. The introduction of two sulfonic acid groups on a methane backbone provides unique reactivity compared to simpler sulfonic acids, making it a valuable compound in industrial and research settings.

One of the key applications of methanedisulphonic acid is in the synthesis of fine chemicals. Its unique structure makes it an excellent building block in organic synthesis, particularly in the preparation of sulfonate esters and sulfonamide derivatives. These derivatives are used in the development of a wide range of chemical products, including agrochemicals, pharmaceuticals, and surfactants. For instance, methanedisulphonic acid can be used to introduce sulfonate groups into organic molecules, which can improve the solubility, stability, and reactivity of the resulting compounds. This makes it a valuable reagent in the development of new materials with specialized properties.

In addition to its use in organic synthesis, methanedisulphonic acid is also employed in the production of dyes and pigments. The sulfonic acid groups are essential in ensuring that the final products are water-soluble and stable, which is particularly important in the textile and paper industries. The compound’s ability to form salts with metal ions allows it to be used in the preparation of metal-complex dyes, which exhibit vibrant colors and improved fastness properties.

Methanedisulphonic acid is also used in the synthesis of specialty surfactants. Surfactants are chemicals that reduce surface tension, making them valuable in various applications such as cleaning products, personal care items, and detergents. The sulfonic acid groups in methanedisulphonic acid impart strong ionic properties, which are useful for the development of highly effective and stable surfactants. These surfactants are essential in the formulation of emulsions and foams, contributing to the performance of products in both industrial and consumer applications.

Furthermore, methanedisulphonic acid is explored in the field of environmental chemistry for its potential role in water treatment. The compound's ability to interact with metal ions makes it a candidate for the removal of heavy metals and other contaminants from water sources. By forming complexes with these metals, it may help facilitate their removal, contributing to the development of more effective water purification technologies.

In conclusion, methanedisulphonic acid is a versatile compound with a broad range of applications in organic synthesis, industrial chemistry, and environmental sciences. Its discovery has paved the way for the development of new chemicals and materials with enhanced properties. As research continues, its role in various sectors is expected to grow, offering new solutions for industrial, environmental, and technological challenges.

References

2011. Organophosphine/phosphite stabilized disilver(i) methanedisulphonates: synthesis, solid state structures and their potential use as MOCVD precursors. Dalton transactions (Cambridge, England : 2003), 40(36).
DOI: 10.1039/c1dt10575b

2009. The evaluation and comparison of trigonal and linear tricationic ion-pairing reagents for the detection of anions in positive mode ESI-MS. Journal of the American Society for Mass Spectrometry, 20(3).
DOI: 10.1016/j.jasms.2008.11.015
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