2-chloroacetyl chloride
C2H2Cl2O
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Identification
- CAS Number
- 79-04-9
- EC Number
- 201-171-6
- UN Number
- 1752
- Index Number
- 607-080-00-1
- PubChem CID
- 6577
Physical-chemical properties
- Molecular Formula
- C2H2Cl2O
- Molar Mass
- 112.94 g/mol
- IUPAC Name
- 2-chloroacetyl chloride
Chemical Identifiers
- InChI
- InChI=1S/C2H2Cl2O/c3-1-2(4)5/h1H2
- InChI Key
- VGCXGMAHQTYDJK-UHFFFAOYSA-N
Overview
2-Chloroacetyl chloride (CAS 79-04-9) is a highly reactive acyl chloride compound with strong corrosive properties and significant toxicological hazards. This colorless to pale yellow liquid serves as a crucial intermediate in organic synthesis and pharmaceutical manufacturing. With its molecular formula C2H2Cl2O and molecular weight of 112.94 g/mol, 2-chloroacetyl chloride belongs to the family of halogenated acyl chlorides, compounds known for their exceptional reactivity toward nucleophiles. The presence of both chloroacetyl and chloride functional groups makes this substance particularly valuable in synthetic chemistry, where it acts as an effective acylating agent. The compound's classification under multiple acute toxicity categories (Acute Tox. 3) across different exposure routes, combined with its skin corrosion potential (Skin Corr. 1A) and specific target organ toxicity (STOT RE 1), necessitates stringent handling protocols. Its GHS pictograms include skull and crossbones (GHS06), health hazard (GHS08), corrosion (GHS05), and environmental hazard (GHS09), reflecting its comprehensive risk profile. The ADR classification of 6.1 indicates its status as a toxic substance requiring specialized transportation procedures. Primary industrial applications include the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals where chloroacetyl functionality is required. It serves as a key building block in manufacturing various therapeutic compounds and serves similar synthetic roles to related halogenated compounds like 2-chloroacetaldehyde in specific chemical transformations. The compound's reactivity also makes it valuable in producing chloroacetamide derivatives and other nitrogen-containing pharmaceuticals. OYSI maintains reliable supply chains for 2-chloroacetyl chloride to support European chemical manufacturing operations.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; STOT RE 1; Skin Corr. 1A; Aquatic Acute 1
GHS Pictograms
Skull and Crossbones
GHS06
Acute toxicity. Fatal if swallowed, in contact with skin, or if inhaled.
Health Hazard
GHS08
Serious health hazard. May cause cancer, organ damage, or genetic defects.
Corrosion
GHS05
Corrosive. Causes severe skin burns and eye damage.
Environment
GHS09
Environmental hazard. Toxic to aquatic life with long lasting effects.
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Inhalation
Measures if vapours or dust are inhaled
First Aid Actions
- +P304IF INHALED:
- +P340Remove person to fresh air and keep comfortable for breathing.
- +P311Call a POISON CENTER/doctor.
Related hazard statements:
Skin Contact
Measures if substance contacts the skin
Eye Contact
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
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 Number | 1752 |
| ADR Class | 6.1 |
| Packing Group | I |
| Tunnel Code | C/D |
| Proper Shipping Name | Chloracetylchlorid |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-chloroacetyl chloride?
2-chloroacetyl chloride is a highly reactive organic chemical compound with the molecular formula C2H2Cl2O and CAS number 79-04-9. This acyl halide derivative serves as an important intermediate in organic synthesis and pharmaceutical manufacturing. With a molecular weight of 112.94 g/mol, it belongs to the family of chlorinated acetyl compounds and exhibits strong reactivity due to its dual chlorine functionality, making it valuable for various chemical transformations and industrial applications.
What are the physicochemical properties of 2-chloroacetyl chloride?
2-chloroacetyl chloride is a colorless to pale yellow liquid at room temperature with a pungent, irritating odor. It has high reactivity with water and alcohols, leading to rapid hydrolysis. The compound is miscible with most organic solvents but reacts violently with water, releasing hydrogen chloride gas. Its boiling point is around 106°C, and it has a density higher than water. Due to its acyl chloride nature, it readily undergoes nucleophilic substitution reactions.
What is 2-chloroacetyl chloride used for?
2-chloroacetyl chloride is primarily used as a key intermediate in pharmaceutical synthesis, particularly for manufacturing antibiotics and other therapeutic compounds. It serves as an acylating agent in organic chemistry for introducing chloroacetyl groups into molecules. The compound finds applications in the production of agrochemicals, dyes, and specialty chemicals. It is also utilized in research laboratories for peptide synthesis and as a building block for various heterocyclic compounds in medicinal chemistry.
How to handle 2-chloroacetyl chloride safely?
2-chloroacetyl chloride requires extreme caution during handling due to its corrosive and toxic nature. Essential PPE includes chemical-resistant gloves, safety goggles, face shield, and full protective clothing. Work must be conducted in a well-ventilated fume hood to prevent inhalation exposure. Avoid contact with skin, eyes, and respiratory system. Use appropriate tools to prevent spills and ensure emergency shower and eyewash stations are readily accessible. All personnel must be trained in proper handling procedures.
How to store 2-chloroacetyl chloride correctly?
2-chloroacetyl chloride must be stored in tightly sealed, corrosion-resistant containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep strictly separated from water, alcohols, amines, and other nucleophiles to prevent violent reactions. Storage areas should be equipped with appropriate spill containment and ventilation systems. Containers must be properly labeled and stored in secondary containment. Regular inspection for container integrity is essential due to the compound's corrosive properties.
What to do in case of contact with 2-chloroacetyl chloride?
Immediate action is critical upon contact with 2-chloroacetyl chloride. For skin contact, remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and rinse mouth with water. Seek immediate medical attention in all cases and provide safety data sheet to medical personnel.
How to dispose of 2-chloroacetyl chloride properly?
2-chloroacetyl chloride disposal must comply with local and national hazardous waste regulations as it is classified as toxic and corrosive waste. Small quantities can be carefully hydrolyzed under controlled conditions by trained personnel, neutralizing the resulting hydrochloric acid. Larger quantities require disposal through licensed hazardous waste contractors. Never dispose of in sewers, drains, or regular waste streams. All disposal activities must be documented and performed according to applicable environmental regulations and safety protocols.
How to transport 2-chloroacetyl chloride?
2-chloroacetyl chloride is classified under ADR as Class 6.1 (toxic substances), Packing Group I, indicating high toxicity requiring stringent transport conditions. It must be packaged in UN-approved containers with appropriate labels and placards displaying the toxic hazard symbol. Transport vehicles require proper ventilation and emergency equipment. Drivers must hold ADR certification and carry transport documents including safety data sheets. Shipments must comply with quantity limitations and routing restrictions as specified in dangerous goods regulations.
Is 2-chloroacetyl chloride subject to specific regulations?
2-chloroacetyl chloride is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. It carries multiple hazard classifications including acute toxicity, skin corrosion, and aquatic toxicity, requiring proper labeling with GHS pictograms and safety data sheets. The compound may be subject to import/export licensing requirements and workplace exposure limits. Users must comply with occupational health regulations and may need permits for handling significant quantities in industrial applications.
Where to buy 2-chloroacetyl chloride in Europe?
2-chloroacetyl chloride is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers across Europe. OYSI provides high-quality chemical products with full regulatory compliance including proper documentation, safety data sheets, and transport arrangements. As a professional chemical supplier, OYSI ensures reliable supply chain management and technical support for customers requiring this specialized reagent for pharmaceutical, research, or industrial applications throughout European markets.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.