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

Identification

• Classification: Chemical reagent >> Organic reagent >> Thiol/thiophenol
• Name: 2,2'-Thiodiethanethiol
• Synonyms: 2-Mercaptoethyl sulfide; Bis(2-mercaptoethyl) sulfide
• Molecular Formula: C₄H₁₀S₃
• Molecular Weight: 154.30
• CAS Registry Number: 3570-55-6
• EC Number: 222-671-0
• SMILES: C(CSCCS)S

Properties

• Density: 1.183
• Boiling point: 135-136 ºC (10 mmHg)
• Refractive index: 1.5961
• Flash point: 195 ºF

Safety Data

• Hazard Symbols: GHS06;GHS07;GHS09 Danger
• Hazard Statements: H301-H315-H317-H319-H332-H335-H400-H410
• Precautionary Statements: P261-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

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	3	H301
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Skin sensitization	Skin Sens.	1A	H317
Skin sensitization	Skin Sens.	1	H317
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H312
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302

• Transport Information: UN 2810

Discovory and Applicatios

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.