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 an organosulfur heterocyclic compound with significant industrial applications and notable toxicological properties. This thiadiazole derivative represents an important class of nitrogen-sulfur containing heterocycles widely utilized in chemical manufacturing processes. With the molecular formula C5H5Cl3N2OS and a molecular weight of 247.5 g/mol, this compound features a distinctive five-membered ring structure containing two nitrogen atoms and one sulfur atom, substituted with an ethoxy group and a trichloromethyl moiety. The presence of three chlorine atoms in the trichloromethyl substituent significantly influences both its chemical reactivity and environmental behavior. The compound is classified under multiple hazard categories, including suspected carcinogenicity (Carc. 2), acute toxicity (Acute Tox. 4), and skin sensitization potential (Skin Sens. 1). Additionally, it presents significant environmental concerns with acute and chronic aquatic toxicity classifications. These properties necessitate careful handling protocols and appropriate personal protective equipment during industrial applications. The substance is regulated under ADR Class 9 for transportation purposes, reflecting its miscellaneous dangerous goods classification. Industrial applications of 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole primarily include its use as an intermediate in pharmaceutical synthesis, agrochemical production, and specialty chemical manufacturing. Its structural similarity to other heterocyclic compounds like certain chlorinated aromatics, including 1,4-dichlorobenzene, makes it valuable in synthetic chemistry pathways. The compound also serves as a building block for developing biologically active molecules and advanced materials applications. OYSI maintains reliable supply chains for this specialized thiadiazole compound, ensuring consistent availability for European industrial customers requiring high-quality chemical intermediates.

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 carcinogenic, acute toxicity, skin sensitizing, and aquatic toxicity properties.

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 the trichloromethyl group contributes to its chemical stability and influences its solubility characteristics. As a chlorinated heterocyclic compound, it exhibits moderate polarity due to the ethoxy substituent and the nitrogen-sulfur heterocycle, affecting its dissolution behavior in various solvents.

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

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is primarily used as an intermediate in pharmaceutical synthesis and chemical research applications. Its thiadiazole structure makes it valuable in the development of bioactive compounds and agrochemicals. The compound serves as a building block for more complex molecules in medicinal chemistry, particularly in the synthesis of compounds with antimicrobial or pesticidal properties, though specific applications require careful risk assessment due to its hazardous classification.

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

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole must be handled with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Given its Skin Sens. 1 and Acute Tox. 4 classifications, direct contact must be avoided. Work should be conducted in a fume hood with proper ventilation, and handlers should be trained in chemical safety procedures. Emergency shower and eyewash stations should be readily accessible.

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 heat sources and incompatible materials. The container must be kept tightly closed and properly labeled with hazard warnings. Storage areas should be equipped with appropriate containment measures and restricted access due to its carcinogenic classification (Carc. 2). Regular inspection of containers for damage or leakage is essential, and inventory should be managed using first-in, first-out principles.

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

Immediate decontamination is essential following contact with 5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole. For skin contact, remove contaminated clothing and rinse affected areas with plenty of water for at least 15 minutes. In case of eye contact, flush with water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. Seek medical attention promptly, especially given the compound's acute toxicity and sensitizing properties, and provide the safety data sheet to medical personnel.

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 in compliance with local and European regulations. Due to its carcinogenic properties and environmental toxicity (Aquatic Acute 1, Aquatic Chronic 1), it cannot be disposed of in regular waste streams. Containers should be properly labeled, and waste manifests must accompany disposal. Incineration at approved high-temperature facilities is typically the preferred disposal method for chlorinated organic compounds.

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 substances), Packing Group III for transportation purposes. Packages must bear appropriate hazard labels and be properly documented with shipping papers including the UN number and proper shipping name. Transportation should be conducted by trained personnel using vehicles equipped for hazardous materials transport, following ADR regulations for packaging, loading, and route restrictions throughout Europe.

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

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is subject to REACH registration requirements and CLP classification regulations in Europe. While not currently listed as an SVHC, its Carc. 2 classification requires compliance with occupational exposure limits and worker protection measures. The compound may be subject to authorization or restriction procedures under REACH, and users must ensure proper risk assessment and implementation of risk management measures as outlined in safety data sheets and exposure scenarios.

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

5-ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole is available through OYSI, a leading European distributor of specialty chemicals. OYSI provides this compound to qualified industrial and research customers with proper documentation and safety data sheets. Due to the hazardous nature of this substance, purchases typically require verification of end-use applications and appropriate handling capabilities. Contact OYSI's technical team for availability, packaging options, and regulatory compliance support for your specific requirements.

Data Sources

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