Methyl 2-chloroacetate

C3H5ClO2

methyl 2-chloroacetate

CAS96-34-4
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Identification

CAS Number
96-34-4
EC Number
202-501-1
UN Number
2295
Index Number
607-205-00-X
PubChem CID
7295

Physical-chemical properties

Molecular Formula
C3H5ClO2
Molar Mass
108.52 g/mol
IUPAC Name
methyl 2-chloroacetate

Chemical Identifiers

InChI
InChI=1S/C3H5ClO2/c1-6-3(5)2-4/h2H2,1H3
InChI Key
QABLOFMHHSOFRJ-UHFFFAOYSA-N

Overview

Methyl 2-chloroacetate (CAS 96-34-4) is a chlorinated ester compound with reactive electrophilic properties and flammable liquid characteristics. This versatile chemical intermediate belongs to the family of haloacetate esters and serves as an important building block in organic synthesis. With its molecular formula C3H5ClO2 and molecular weight of 108.52 g/mol, methyl 2-chloroacetate combines the reactivity of both ester and alkyl chloride functional groups, making it valuable for various chemical transformations. The compound's electrophilic carbon adjacent to the chlorine atom makes it particularly useful in nucleophilic substitution reactions. From a safety perspective, methyl 2-chloroacetate requires careful handling due to its classification as a flammable liquid (Category 3) and acute toxicity hazards. The substance can cause severe eye damage and skin irritation, necessitating appropriate personal protective equipment including chemical-resistant gloves and eye protection. Its ADR classification as Class 6.1 indicates toxic properties that require specialized transportation protocols. The compound finds primary applications in pharmaceutical intermediate synthesis, where it serves as a key reagent for introducing acetate functionalities into drug molecules. Additionally, it functions as an alkylating agent in the production of specialty chemicals and serves as a precursor in agrochemical manufacturing. Unlike related compounds such as 2-(chloromethyl)oxirane, methyl 2-chloroacetate offers the advantage of ester functionality combined with halide reactivity. OYSI maintains reliable supply chains for methyl 2-chloroacetate, ensuring consistent availability for industrial customers across Europe with full regulatory documentation and technical support.

Safety & Classification

Danger
Classification:

Flam. Liq. 3; Acute Tox. 3 *; Acute Tox. 3 *; STOT SE 3; Skin Irrit. 2; Eye Dam. 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H331

Toxic if inhaled.

H301

Toxic if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H318

Causes serious eye damage.

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

Toxic

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

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:

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

Toxic

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 Number2295
ADR Class6.1
Packing GroupI
Tunnel CodeC/D
Proper Shipping NameMethylchloracetat
Marine PollutantNo

Frequently Asked Questions

What is methyl 2-chloroacetate?

Methyl 2-chloroacetate is an organic chemical compound with the molecular formula C3H5ClO2 and CAS number 96-34-4. This chlorinated ester has a molecular weight of 108.52 g/mol and belongs to the family of haloacetic acid derivatives. It is classified as a hazardous substance with multiple danger classifications including flammable liquid, acute toxicity, and corrosive properties, requiring careful handling in industrial applications.

What are the physicochemical properties of methyl 2-chloroacetate?

Methyl 2-chloroacetate is a liquid at room temperature with characteristic ester properties. As a chlorinated compound, it typically appears as a colorless to pale yellow liquid with a pungent odor. The substance has limited water solubility but is miscible with most organic solvents. Its flammable nature (Flam. Liq. 3) indicates a flash point between 23-60°C, making it moderately flammable under normal conditions.

What is methyl 2-chloroacetate used for?

Methyl 2-chloroacetate serves primarily as an important intermediate in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of various pharmaceuticals, agrochemicals, and fine chemicals through nucleophilic substitution reactions. The compound also finds applications in research laboratories for synthesizing amino acid derivatives and other specialized organic compounds, particularly in medicinal chemistry and crop protection product development.

How to handle methyl 2-chloroacetate safely?

Safe handling requires appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection in poorly ventilated areas. Work should be conducted in well-ventilated spaces or under fume hoods due to its acute toxicity classification. Avoid contact with skin and eyes, as the substance causes severe eye damage and skin irritation. Keep away from ignition sources and ensure proper grounding during transfer operations.

How to store methyl 2-chloroacetate correctly?

Proper storage requires cool, dry, well-ventilated areas away from heat sources and incompatible materials. Store in tightly sealed original containers made of compatible materials, typically glass or specific plastics. Keep away from strong bases, oxidizing agents, and reactive metals. Storage areas should have appropriate fire suppression systems and spill containment measures. Maintain temperatures below 25°C to prevent vapor buildup and degradation.

What to do in case of contact with methyl 2-chloroacetate?

Immediate action is crucial due to the substance's corrosive and toxic nature. 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 immediately with water for 15-20 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention while providing safety data sheet information.

How to dispose of methyl 2-chloroacetate appropriately?

Disposal must comply with local, national, and international hazardous waste regulations due to its classification as dangerous goods. The substance should never be discharged into sewers or the environment. Contact licensed hazardous waste disposal companies for proper treatment, which typically involves high-temperature incineration in specialized facilities. Small laboratory quantities may require neutralization following approved protocols before disposal. Always consult current waste disposal regulations in your jurisdiction.

How to transport methyl 2-chloroacetate?

Transportation is regulated under ADR classification 6.1 (toxic substances) with Packing Group I, indicating high danger level. Proper shipping containers must meet UN specification requirements and display appropriate hazard labels including toxic and flammable markings. Shipping documents must include proper shipping names, hazard classes, and emergency response information. Only authorized carriers with dangerous goods training should handle transportation, following strict packaging and labeling requirements.

Is methyl 2-chloroacetate subject to specific regulations?

Yes, methyl 2-chloroacetate is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. Its multiple hazard classifications mandate specific labeling, safety data sheet provisions, and workplace exposure controls. The substance requires professional user restrictions and may be subject to authorization procedures depending on usage volumes and applications. Regular regulatory updates should be monitored for compliance requirements.

Where to buy methyl 2-chloroacetate in Europe?

Methyl 2-chloroacetate is available through specialized chemical distributors across Europe, including OYSI, which supplies high-quality chemical products to industrial customers throughout the European market. As a controlled hazardous substance, purchases typically require demonstration of legitimate industrial use and proper handling capabilities. Buyers should ensure suppliers provide complete regulatory documentation, including safety data sheets and certificates of analysis for quality assurance.

Data Sources

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