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2,2'-Thiodiethanethiol
[CAS# 3570-55-6]

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Identification
ClassificationChemical reagent >> Organic reagent >> Thiol/thiophenol
Name2,2'-Thiodiethanethiol
Synonyms2-Mercaptoethyl sulfide; Bis(2-mercaptoethyl) sulfide
Molecular StructureCAS # 3570-55-6, 2,2'-Thiodiethanethiol
Molecular FormulaC4H10S3
Molecular Weight154.30
CAS Registry Number3570-55-6
EC Number222-671-0
SMILESC(CSCCS)S
Properties
Density1.183
Boiling point135-136 °C (10 mmHg)
Refractive index1.5961
Flash point195 °F
Safety Data
Hazard Symbolssymbol symbol symbol   GHS06;GHS07;GHS09 Danger  Details
Risk StatementsH301-H315-H317-H319-H332-H335-H400-H410  Details
Safety StatementsP261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P316-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H332
Acute toxicityAcute Tox.3H301
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Acute hazardous to the aquatic environmentAquatic Acute1H400
Skin sensitizationSkin Sens.1AH317
Skin sensitizationSkin Sens.1H317
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.4H312
Skin irritationSkin Irrit.2H315
Acute toxicityAcute Tox.4H302
Transport InformationUN 2810
SDSAvailable
up Discovery and Applications
2,2'-Thiodiethanethiol, also known as 2,2'-thiodiethanethiol, is a notable chemical compound with applications spanning various industries, particularly in the realm of materials science and chemical synthesis. Its discovery and utilization reflect its importance in enhancing both chemical processes and material properties.

The compound was first synthesized in the early 20th century as part of research into sulfur-containing organic compounds. It is derived from the reaction of ethanethiol with sulfur dichloride, resulting in a molecule characterized by two ethyl groups linked by a sulfur-sulfur bond. This structure provides 2,2'-thiodiethanethiol with unique properties, including its role as a reagent and a stabilizer in various chemical processes.

One of the primary applications of 2,2'-thiodiethanethiol is in the synthesis of polymers and other organic compounds. It acts as a stabilizer and a cross-linking agent in the production of polymers, particularly those involving sulfur chemistry. The sulfur-sulfur bond in the molecule helps in creating cross-linked networks within the polymer matrix, enhancing the material's strength, elasticity, and chemical resistance. This property makes 2,2'-thiodiethanethiol valuable in the production of rubber and elastomers, where improved durability and performance are crucial.

In addition to its role in polymer chemistry, 2,2'-thiodiethanethiol is used as a reagent in organic synthesis. It serves as a nucleophilic sulfur source in various chemical reactions, facilitating the formation of new sulfur-containing compounds. This application is particularly relevant in the synthesis of pharmaceuticals and agrochemicals, where sulfur-containing compounds are often critical to the desired biological activity or chemical properties.

The compound is also utilized in the formulation of specialty chemicals and materials. Its ability to form stable sulfur-sulfur bonds makes it useful in creating products that require enhanced thermal stability and resistance to oxidative degradation. For example, 2,2'-thiodiethanethiol can be used in the production of high-performance coatings and adhesives, where its presence helps improve the longevity and effectiveness of the final product.

Research into 2,2'-thiodiethanethiol continues to explore its potential in new applications and formulations. Its unique chemical structure and properties offer opportunities for innovation in materials science and organic synthesis. The compound's role in enhancing the performance of polymers and specialty chemicals underscores its significance in various industrial and technological fields.

Overall, 2,2'-thiodiethanethiol is an important chemical compound with diverse applications. Its discovery and use have contributed to advancements in polymer chemistry, organic synthesis, and the development of specialty materials, highlighting its value in modern industrial processes.

References

2020. Thiol Chemistry in Polymer Synthesis. Polymer Chemistry, 11(25).
DOI: 10.1039/D0PY00345A
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