Ethyl 2-chloroacetate
C4H7ClO2
ethyl 2-chloroacetate
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Identification
- CAS Number
- 105-39-5
- EC Number
- 203-294-0
- UN Number
- 1181
- Index Number
- 607-070-00-7
- PubChem CID
- 7751
Physical-chemical properties
- Molecular Formula
- C4H7ClO2
- Molar Mass
- 122.55 g/mol
- IUPAC Name
- ethyl 2-chloroacetate
Chemical Identifiers
- InChI
- InChI=1S/C4H7ClO2/c1-2-7-4(6)3-5/h2-3H2,1H3
- InChI Key
- VEUUMBGHMNQHGO-UHFFFAOYSA-N
Overview
Ethyl 2-chloroacetate (CAS 105-39-5) is a chlorinated ester compound with significant reactivity as an alkylating agent and synthetic intermediate. This versatile chemical compound, also known by its IUPAC designation ethyl 2-chloroacetate, serves as a crucial building block in organic synthesis and pharmaceutical manufacturing. With the molecular formula C4H7ClO2 and a molecular weight of 122.55 g/mol, this colorless to pale yellow liquid exhibits the characteristic properties of halogenated esters, making it particularly valuable for nucleophilic substitution reactions and esterification processes. The compound's structure features a chlorine atom adjacent to the carbonyl group, which significantly enhances its electrophilic character compared to non-halogenated esters. This positioning makes ethyl 2-chloroacetate highly reactive toward nucleophiles, enabling its use in various synthetic pathways. Unlike related compounds such as N-methylaniline or phenylhydrazine, which serve primarily as aromatic amine intermediates, ethyl 2-chloroacetate functions specifically as an acylating and alkylating reagent. Safety considerations are paramount when handling this substance, as it carries acute toxicity classifications (Acute Tox. 3) for multiple exposure routes and presents aquatic toxicity concerns (Aquatic Acute 1). The compound requires careful storage and handling protocols, with transportation classified under ADR Class 6.1 for toxic substances. Primary industrial applications include pharmaceutical intermediate synthesis, agrochemical production, and specialty chemical manufacturing. The compound proves particularly valuable in producing amino acid derivatives, heterocyclic compounds, and various pharmaceutical active ingredients where controlled reactivity is essential. OYSI maintains reliable supply chains for ethyl 2-chloroacetate, ensuring consistent availability for European industrial customers requiring this specialized synthetic intermediate.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Aquatic Acute 1
GHS Pictograms
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
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
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 | 1181 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Ethylchloracetat |
| Marine Pollutant | No |
Frequently Asked Questions
What is ethyl 2-chloroacetate?
Ethyl 2-chloroacetate is an organic chemical compound with the molecular formula C4H7ClO2 and CAS number 105-39-5. This ester derivative features a chloroacetate group bonded to an ethyl group, resulting in a molecular weight of 122.55 g/mol. It is classified as a highly toxic substance with acute toxicity properties and environmental hazards, requiring careful handling in industrial applications.
What are the physicochemical properties of ethyl 2-chloroacetate?
Ethyl 2-chloroacetate is typically a colorless to pale yellow liquid at room temperature with a characteristic pungent odor. The compound has a molecular weight of 122.55 g/mol and contains both ester and chloro functional groups. It is moderately soluble in water and readily soluble in organic solvents like ethanol and ether, making it useful in various synthetic applications.
What is ethyl 2-chloroacetate used for?
Ethyl 2-chloroacetate is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. It serves as a key building block for producing various pharmaceutical compounds, agrochemicals, and fine chemicals. The compound is particularly valuable in the synthesis of amino acid derivatives and heterocyclic compounds due to its reactive chloroacetate functionality.
How to handle ethyl 2-chloroacetate safely?
Ethyl 2-chloroacetate must be handled with extreme caution due to its Acute Tox. 3 classification and Danger signal word. Essential protective equipment includes chemical-resistant gloves, safety goggles, and appropriate respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin and eye contact, inhalation, and ingestion. Emergency procedures should be readily available.
How to store ethyl 2-chloroacetate correctly?
Ethyl 2-chloroacetate should be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed to prevent moisture absorption and contamination. Store in original labeled containers in a designated chemical storage area with appropriate secondary containment. Maintain storage temperature as recommended by the manufacturer and ensure proper segregation from incompatible substances.
What to do in case of contact with ethyl 2-chloroacetate?
Ethyl 2-chloroacetate exposure requires immediate action due to its high toxicity. For skin contact, immediately remove contaminated clothing and rinse with copious amounts of water for at least 15 minutes. In case of eye contact, flush immediately with water and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical assistance.
How to dispose of ethyl 2-chloroacetate appropriately?
Ethyl 2-chloroacetate disposal must comply with local and national hazardous waste regulations due to its toxic and environmentally hazardous properties. The substance cannot be disposed of in regular waste streams or sewers. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities should be collected in appropriate containers and labeled for hazardous waste pickup.
How to transport ethyl 2-chloroacetate?
Ethyl 2-chloroacetate is classified under ADR Class 6.1 (toxic substances) Packing Group II, requiring specialized transport procedures. Packages must bear appropriate hazard labels including GHS06 and GHS09 pictograms with the Danger signal word. Transportation requires proper documentation, trained personnel, and compliance with dangerous goods regulations. Only authorized carriers should handle the shipment of this toxic substance.
Is ethyl 2-chloroacetate subject to specific regulations?
Ethyl 2-chloroacetate is subject to comprehensive chemical regulations including REACH registration requirements and CLP classification as Acute Tox. 3 with aquatic toxicity. While not listed as an SVHC substance, it must comply with standard chemical safety regulations, worker protection standards, and environmental discharge limits. Proper safety data sheets and risk assessments are mandatory for commercial use.
Where to buy ethyl 2-chloroacetate in Europe?
Ethyl 2-chloroacetate is available through OYSI, a specialized European distributor of technical chemicals. As an established chemical supplier, OYSI provides quality ethyl 2-chloroacetate with proper documentation, safety data sheets, and regulatory compliance for industrial customers across Europe. Contact OYSI directly for availability, technical specifications, and pricing information for your specific requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.