5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole

C5H5Cl3N2OS

CAS2593-15-9
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
2593-15-9
EC Number
219-991-8
UN Number
3082
Index Number
613-133-00-X
PubChem CID
17432

Physical-chemical properties

Molecular Formula
C5H5Cl3N2OS
Molar Mass
247.50 g/mol
IUPAC Name
5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole

Chemical Identifiers

InChI
InChI=1S/C5H5Cl3N2OS/c1-2-11-4-9-3(10-12-4)5(6,7)8/h2H2,1H3
InChI Key
KQTVWCSONPJJPE-UHFFFAOYSA-N

Overview

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole (CAS 2593-15-9) is a heterocyclic organochlorine compound with notable biological activity and industrial applications. This specialized thiadiazole derivative represents an important class of nitrogen-sulfur containing heterocycles widely utilized in agricultural and pharmaceutical applications. With its molecular formula C5H5Cl3N2OS and molecular weight of 247.5 g/mol, this compound features a distinctive five-membered thiadiazole ring structure substituted with an ethoxy group and a trichloromethyl moiety, conferring unique chemical reactivity and biological properties. The compound exhibits significant safety considerations, classified under multiple hazard categories including carcinogenicity (Category 2), acute toxicity, skin sensitization, and aquatic toxicity. The presence of GHS08, GHS07, and GHS09 pictograms indicates potential health hazards and environmental concerns, requiring careful handling protocols and appropriate personal protective equipment during industrial processing. In terms of chemical properties, the trichloromethyl group provides enhanced stability and lipophilicity, while the ethoxy substituent influences solubility characteristics. These structural features make it particularly valuable in agrochemical formulations and as an intermediate in pharmaceutical synthesis. The compound shares certain applications with other heterocyclic compounds, though it differs significantly from simpler aromatic compounds like 1,4-dichlorobenzene in terms of biological activity and synthetic utility. Primary industrial applications include its use as a fungicide intermediate, pharmaceutical building block, and specialty chemical reagent in organic synthesis. Its unique structural features make it particularly valuable in developing crop protection products and medicinal chemistry applications. OYSI provides reliable access to 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole for European industrial customers, ensuring consistent quality and regulatory compliance for specialized chemical applications.

Safety & Classification

Warning
Classification:

Carc. 2; Acute Tox. 4; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H351

Suspected of causing cancer.

H302

Harmful if swallowed.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3082
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameEtridiazol (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is an organosulfur heterocyclic compound with the molecular formula C5H5Cl3N2OS and CAS number 2593-15-9. This chemical features a thiadiazole ring substituted with an ethoxy group and a trichloromethyl group, giving it a molecular weight of 247.5 g/mol. It is classified as a hazardous substance with potential carcinogenic properties, acute toxicity, skin sensitization potential, and environmental toxicity to aquatic organisms.

What are the physicochemical properties of 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is a solid compound at room temperature with a molecular weight of 247.5 g/mol. The presence of three chlorine atoms and the heterocyclic structure containing sulfur and nitrogen atoms influences its polarity and solubility characteristics. The trichloromethyl substituent contributes to its lipophilic nature, while the ethoxy group provides some polar character. Specific physical properties such as melting point, boiling point, and exact solubility data would require additional analytical characterization.

What is 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole used for?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is primarily used as a chemical intermediate in pharmaceutical and agrochemical synthesis. Thiadiazole derivatives are valued building blocks in medicinal chemistry for developing compounds with antimicrobial, antifungal, and other biological activities. In the agrochemical industry, such compounds may serve as precursors for pesticide development. The specific trichloromethyl and ethoxy substitution pattern makes it suitable for specialized synthetic applications where these functional groups are required for further chemical transformations.

How to handle 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole safely?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole requires careful handling due to its hazardous classification including potential carcinogenicity, acute toxicity, and skin sensitization. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection when handling powders or in poorly ventilated areas. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin contact and ensure proper hygiene practices. Emergency eyewash and safety shower facilities should be readily accessible in work areas.

How to store 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole correctly?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers tightly sealed to prevent moisture absorption and contamination. Due to its hazardous classification, store separately from food, feed, and incompatible materials such as strong oxidizers and bases. Use appropriate secondary containment and ensure storage areas are equipped with spill cleanup materials. Maintain proper inventory records and implement first-in-first-out rotation to ensure material integrity.

What to do in case of contact with 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole?

Immediate action is required in case of contact with 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole due to its toxic and sensitizing properties. For skin contact, remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15-20 minutes while holding eyelids open. If inhaled, move the person to fresh air and monitor breathing. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to dispose of 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole appropriately?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole must be disposed of as hazardous waste through licensed waste management contractors due to its toxic and environmentally hazardous properties. Do not dispose of in regular trash, pour down drains, or release to the environment. The compound requires special handling as it poses risks to aquatic life and may have carcinogenic potential. Waste containers should be properly labeled and stored in designated hazardous waste collection areas. Consult local environmental regulations and waste disposal guidelines for specific requirements in your region.

How to transport 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is classified as ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III for transport purposes. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Shipments must use UN-specification packaging suitable for Class 9 materials and display proper hazard labels and markings. Transport documents must include the correct shipping name, UN number, and hazard class. Carriers must be certified for dangerous goods transport, and emergency response information should accompany shipments.

Is 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole subject to specific regulations?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is subject to multiple regulatory frameworks including REACH registration requirements in Europe and CLP classification and labeling regulations. The compound's hazardous properties require compliance with occupational health and safety regulations, environmental protection laws, and chemical transport regulations. While not currently listed as a Substance of Very High Concern (SVHC), its potential carcinogenic properties may trigger additional regulatory scrutiny. Companies must maintain safety data sheets, implement risk management measures, and comply with notification requirements for manufacture, import, or use.

Where to buy 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole in Europe?

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is available through specialized chemical distributors in Europe, including OYSI, which serves as a reliable source for industrial and research-grade chemicals. OYSI provides comprehensive regulatory compliance support, proper packaging, and technical documentation required for this hazardous substance. When purchasing, ensure the supplier provides complete safety data sheets, certificates of analysis, and proper hazardous goods packaging. Verify that the supplier maintains appropriate REACH registrations and can provide the necessary transport documentation for Class 9 dangerous goods.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.