2-chloro-5-(chloromethyl)-1,3-thiazole

C4H3Cl2NS

CAS105827-91-6
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
105827-91-6
EC Number
429-830-5
UN Number
2923
Index Number
613-266-00-3
PubChem CID
2763179

Physical-chemical properties

Molecular Formula
C4H3Cl2NS
Molar Mass
168.04 g/mol
IUPAC Name
2-chloro-5-(chloromethyl)-1,3-thiazole

Chemical Identifiers

InChI
InChI=1S/C4H3Cl2NS/c5-1-3-2-7-4(6)8-3/h2H,1H2
InChI Key
VRMUIVKEHJSADG-UHFFFAOYSA-N

Overview

2-chloro-5-(chloromethyl)-1,3-thiazole (CAS 105827-91-6) is a chlorinated thiazole derivative with significant reactivity due to its dual chlorine substitution pattern. This heterocyclic compound represents an important class of organosulfur chemicals widely utilized in pharmaceutical and agrochemical synthesis. With the molecular formula C4H3Cl2NS and a molecular weight of 168.04 g/mol, this thiazole derivative features a five-membered ring containing both sulfur and nitrogen atoms, along with two strategically positioned chlorine substituents that enhance its synthetic versatility. The compound's chemical structure makes it particularly valuable as an intermediate in organic synthesis, where the chloromethyl group at position 5 and the chlorine atom at position 2 provide multiple reactive sites for further functionalization. This dual reactivity pattern distinguishes it from simpler chlorinated compounds like 2,4-dichlorophenol, offering greater synthetic flexibility in complex molecule construction. Safety considerations are paramount when handling this substance, as it carries multiple hazard classifications including acute toxicity, skin corrosion, and skin sensitization properties. The compound requires careful handling protocols consistent with Class 8 ADR regulations and displays GHS pictograms for toxicity, corrosion, and environmental hazards. Proper personal protective equipment and ventilation systems are essential during processing and storage. Primary industrial applications include pharmaceutical intermediate synthesis, particularly in the development of antimicrobial agents and other bioactive compounds. The thiazole ring system is prevalent in numerous pharmaceutical molecules, making this chlorinated derivative valuable for medicinal chemistry applications. Additionally, it serves as a building block in agrochemical synthesis and specialty chemical manufacturing. OYSI maintains reliable supply chains for 2-chloro-5-(chloromethyl)-1,3-thiazole, ensuring consistent availability for European industrial customers requiring this specialized heterocyclic intermediate.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Acute Tox. 4 *; Skin Corr. 1B; Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H311

Toxic in contact with skin.

H302

Harmful if swallowed.

H314

Causes severe skin burns and eye damage.

H317

May cause an allergic skin reaction.

H411

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

Toxic

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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +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 Number2923
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping Name2-Chlor-5-chlormethylthiazol, fest
Marine PollutantNo

Frequently Asked Questions

What is 2-chloro-5-(chloromethyl)-1,3-thiazole?

2-chloro-5-(chloromethyl)-1,3-thiazole is an organosulfur heterocyclic compound with the molecular formula C4H3Cl2NS and CAS number 105827-91-6. This thiazole derivative contains two chlorine substituents and has a molecular weight of 168.04 g/mol. It is classified as a hazardous substance with corrosive and toxic properties, requiring careful handling in industrial applications. The compound belongs to the thiazole family, which are important building blocks in pharmaceutical and agrochemical synthesis.

What are the physicochemical properties of 2-chloro-5-(chloromethyl)-1,3-thiazole?

2-chloro-5-(chloromethyl)-1,3-thiazole is a chlorinated thiazole compound with a molecular weight of 168.04 g/mol and molecular formula C4H3Cl2NS. As a substituted thiazole, it typically appears as a crystalline solid at room temperature. The presence of two chlorine atoms and the thiazole ring system influences its chemical reactivity and solubility properties. Specific physical properties such as melting point, boiling point, and solubility data should be consulted from detailed technical datasheets for precise handling requirements.

What is 2-chloro-5-(chloromethyl)-1,3-thiazole used for?

2-chloro-5-(chloromethyl)-1,3-thiazole is primarily used as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical manufacturing. The compound serves as a building block for the synthesis of more complex thiazole derivatives and heterocyclic compounds. Its reactive chloromethyl group makes it valuable for further chemical transformations. Industrial applications include the production of active pharmaceutical ingredients, pesticides, and specialty chemicals where thiazole moieties are required for biological activity.

How to handle 2-chloro-5-(chloromethyl)-1,3-thiazole safely?

2-chloro-5-(chloromethyl)-1,3-thiazole must be handled with extreme caution due to its corrosive and toxic properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, face protection, and protective clothing. Work should be conducted in a well-ventilated area or under fume hood to avoid inhalation. The compound is classified as Skin Corr. 1B and Acute Tox. 3/4, requiring immediate medical attention in case of skin contact. Always follow established safety protocols and have emergency procedures readily available.

How to store 2-chloro-5-(chloromethyl)-1,3-thiazole correctly?

2-chloro-5-(chloromethyl)-1,3-thiazole should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from incompatible materials. As a corrosive substance (ADR Class 8), it requires segregation from bases, metals, and oxidizing agents. Storage areas must be equipped with appropriate spill containment and emergency equipment. The container should be clearly labeled with hazard information and kept away from heat sources, direct sunlight, and moisture to prevent degradation or hazardous reactions.

What to do in case of contact with 2-chloro-5-(chloromethyl)-1,3-thiazole?

Immediate action is required in case of contact with 2-chloro-5-(chloromethyl)-1,3-thiazole due to its corrosive nature. For skin contact, immediately remove contaminated clothing and flush the affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse thoroughly with water and seek immediate medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek emergency medical care. Always consult the safety data sheet for detailed first aid measures.

How to dispose of 2-chloro-5-(chloromethyl)-1,3-thiazole appropriately?

2-chloro-5-(chloromethyl)-1,3-thiazole must be disposed of as hazardous waste in accordance with local, national, and European regulations. The compound cannot be disposed of in regular waste streams due to its toxic and corrosive properties. Contact licensed hazardous waste disposal companies for proper collection and treatment. Incineration at high temperatures in approved facilities is typically required. Empty containers should also be treated as hazardous waste. Always consult local environmental authorities for specific disposal requirements and documentation.

How to transport 2-chloro-5-(chloromethyl)-1,3-thiazole?

2-chloro-5-(chloromethyl)-1,3-thiazole is classified as ADR Class 8 (Corrosive substances) Packing Group II for transport purposes. This classification requires specific packaging, labeling, and documentation according to dangerous goods regulations. Vehicles must display appropriate hazard placards and drivers need ADR certification. The substance requires corrosion-resistant packaging and must be segregated from incompatible materials during transport. Shipping documents must include proper shipping names, hazard classes, and emergency response information as mandated by international transport regulations.

Is 2-chloro-5-(chloromethyl)-1,3-thiazole subject to specific regulations?

2-chloro-5-(chloromethyl)-1,3-thiazole is subject to various European chemical regulations including REACH and CLP. Under CLP, it is classified with multiple hazard classes requiring specific labeling and safety data sheets. The compound is not currently listed as a Substance of Very High Concern (SVHC) under REACH. However, its toxic and corrosive properties mean it falls under strict handling, storage, and transport regulations. Industrial users must comply with occupational health and safety directives, environmental protection laws, and chemical safety assessments.

Where to buy 2-chloro-5-(chloromethyl)-1,3-thiazole in Europe?

2-chloro-5-(chloromethyl)-1,3-thiazole is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to industrial customers with full regulatory compliance including safety data sheets, certificates of analysis, and proper hazard classification documentation. As a professional chemical distributor, OYSI ensures proper packaging, labeling, and transport arrangements according to ADR regulations. Contact OYSI directly for availability, technical specifications, and quote requests for this specialized thiazole intermediate.

Data Sources

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