Thiophene
C4H4S
thiophene
Consulting for Thiophene
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Identification
- CAS Number
- 110-02-1
- EC Number
- 203-729-4
- UN Number
- 2414
- PubChem CID
- 8030
Physical-chemical properties
- Molecular Formula
- C4H4S
- Molar Mass
- 84.14 g/mol
- IUPAC Name
- thiophene
Chemical Identifiers
- InChI
- InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
- InChI Key
- YTPLMLYBLZKORZ-UHFFFAOYSA-N
Overview
Thiophene (CAS 110-02-1) is a five-membered heterocyclic aromatic compound containing sulfur with distinctive electronic properties and high reactivity. This fundamental organosulfur compound plays a crucial role in organic chemistry and industrial applications. Thiophene consists of a planar ring structure where four carbon atoms and one sulfur atom form an aromatic system, exhibiting unique chemical behavior compared to its oxygen analog furan. The compound appears as a colorless liquid with a characteristic benzene-like odor and demonstrates remarkable stability despite its heteroaromatic nature. The electronic structure of thiophene makes it particularly valuable in synthetic chemistry. The sulfur atom contributes two electrons to the aromatic π-system while retaining a lone pair, resulting in electron-rich characteristics that facilitate electrophilic substitution reactions. This reactivity pattern differs significantly from compounds like 2,2,5-trimethylhex-4-enal, which follows typical aldehyde chemistry rather than aromatic substitution mechanisms. From a safety perspective, thiophene is classified under ADR Class 3 as a flammable liquid, requiring appropriate handling procedures and storage conditions. The compound exhibits moderate volatility and should be handled in well-ventilated areas with suitable fire prevention measures. Industrial applications of thiophene span multiple sectors, including pharmaceutical intermediates where it serves as a building block for drug synthesis, polymer chemistry for developing conductive materials, and as a research chemical in academic and industrial laboratories. The compound also finds use in the production of thiophene-based polymers for electronic applications. Similar to specialized esters such as 2-ethylbutyl acetate used in specific industrial formulations, thiophene serves niche but critical functions in targeted applications. OYSI provides high-quality thiophene to support diverse industrial and research requirements across European markets.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 2414 |
| ADR Class | 3 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Thiophen |
| Marine Pollutant | No |
Frequently Asked Questions
What is thiophene?
Thiophene is a heterocyclic aromatic compound with the molecular formula C4H4S and molecular weight of 84.14 g/mol. It consists of a five-membered ring containing four carbon atoms and one sulfur atom. This colorless liquid compound serves as an important building block in organic synthesis and pharmaceutical chemistry. Thiophene exhibits aromatic properties similar to benzene but with unique reactivity due to the sulfur heteroatom, making it valuable in various industrial applications.
What are the physicochemical properties of thiophene?
Thiophene is a colorless liquid at room temperature with a characteristic benzene-like odor. It has a boiling point of 84°C and melting point of -38°C. The compound is slightly soluble in water but miscible with most organic solvents including alcohol, ether, and benzene. Thiophene is lighter than water with a density of approximately 1.065 g/cm³. It exhibits good thermal stability under normal conditions and shows aromatic character with delocalized electrons.
What is thiophene used for?
Thiophene is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. It serves as a building block for producing various heterocyclic compounds, dyes, and pharmaceuticals. The compound finds applications in the synthesis of vitamin B1 (thiamine), agricultural chemicals, and specialty polymers. In research and development, thiophene derivatives are explored for electronic materials, including organic semiconductors and conductive polymers used in advanced technological applications.
How to handle thiophene safely?
Thiophene should be handled in well-ventilated areas or under fume hoods to avoid inhalation of vapors. Wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Avoid contact with skin and eyes, and prevent ingestion. Use non-sparking tools and equipment due to its flammable nature. Ensure proper grounding of containers during transfer operations. Keep away from heat sources, open flames, and oxidizing agents to prevent fire hazards.
How to store thiophene correctly?
Thiophene must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and ignition sources. Keep containers in a fire-resistant storage area, preferably in a flammable liquids cabinet. Store away from oxidizing agents and incompatible materials. Maintain storage temperature below 25°C and protect from direct sunlight. Ensure proper labeling and inventory management. Check containers regularly for leaks or deterioration, and maintain appropriate fire suppression systems nearby.
What to do in case of contact with thiophene?
Thiophene contact requires immediate action depending on exposure route. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If eye contact occurs, flush immediately with clean water for 15-20 minutes and remove contact lenses if present. For inhalation, move the person to fresh air immediately. If ingestion occurs, do not induce vomiting and seek medical attention. In all cases, obtain medical advice promptly and provide safety data sheet information to healthcare professionals.
How to dispose of thiophene appropriately?
Thiophene disposal must comply with local, national, and international waste regulations as a flammable organic solvent. The compound should be collected in appropriate hazardous waste containers and disposed of through licensed waste management companies. Incineration at high temperatures in approved facilities is typically the preferred disposal method. Never dispose of thiophene down drains, sewers, or into the environment. Small quantities may be suitable for solvent recovery programs where available. Always consult waste disposal regulations before disposal.
How to transport thiophene?
Thiophene is classified under ADR Class 3 (flammable liquids), Packing Group II for transportation purposes. It must be packaged in approved containers meeting UN specification requirements and properly labeled with appropriate hazard markings. Transport vehicles must comply with ADR regulations for flammable liquids, including proper ventilation and fire safety equipment. Drivers require ADR training certification. Shipping documentation must include proper shipping names, hazard classes, and emergency response information according to dangerous goods regulations.
Is thiophene subject to specific regulations?
Thiophene is regulated under various chemical safety frameworks including REACH in Europe, requiring registration for manufacture or import above certain tonnages. The compound must comply with CLP regulation for classification, labeling, and packaging requirements. It is not currently listed as a Substance of Very High Concern (SVHC) under REACH. However, as a flammable liquid, it falls under workplace safety regulations and transportation of dangerous goods legislation. Users must maintain safety data sheets and follow occupational exposure guidelines.
Where to buy thiophene in Europe?
Thiophene is available through OYSI, a trusted European distributor of technical chemicals serving industrial and research customers across Europe. OYSI provides high-quality thiophene with proper documentation, safety data sheets, and regulatory compliance support. As an established chemical distributor, OYSI ensures reliable supply chains and technical expertise for customers requiring thiophene for synthesis, research, or industrial applications. Contact OYSI directly for specific grades, quantities, packaging options, and delivery arrangements to meet your requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.