Ethyl 2-bromoacetate
C4H7BrO2
ethyl 2-bromoacetate
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Identification
- CAS Number
- 105-36-2
- EC Number
- 203-290-9
- UN Number
- 1603
- Index Number
- 607-069-00-1
- PubChem CID
- 7748
Physical-chemical properties
- Molecular Formula
- C4H7BrO2
- Molar Mass
- 167.00 g/mol
- IUPAC Name
- ethyl 2-bromoacetate
Chemical Identifiers
- InChI
- InChI=1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3
- InChI Key
- PQJJJMRNHATNKG-UHFFFAOYSA-N
Overview
Ethyl 2-bromoacetate (CAS 105-36-2) is an organobromine compound with high reactivity and significant toxicity hazards requiring careful handling protocols. This versatile chemical intermediate belongs to the α-haloester family and serves as a crucial building block in organic synthesis applications across pharmaceutical, agrochemical, and fine chemical industries. With its molecular formula C4H7BrO2 and molecular weight of 167 g/mol, ethyl 2-bromoacetate exhibits the characteristic reactivity profile of halogenated acetate esters, making it particularly valuable for alkylation reactions and nucleophilic substitution processes. The compound presents significant safety considerations, classified under multiple acute toxicity categories with GHS06 pictogram indicating fatal or toxic effects. Its ADR Class 6.1 classification reflects its status as a toxic substance requiring specialized transport and storage conditions. Unlike related compounds such as 2-chloroethanol which primarily poses different hazard profiles, ethyl 2-bromoacetate demands stringent safety protocols including appropriate ventilation, personal protective equipment, and emergency response procedures. Primary industrial applications include pharmaceutical intermediate synthesis, where its electrophilic properties enable the formation of carbon-carbon and carbon-heteroatom bonds. The compound also finds use in agrochemical manufacturing and specialty chemical production, particularly in processes requiring selective bromination or esterification reactions. Research laboratories frequently utilize ethyl 2-bromoacetate for synthetic methodology development and drug discovery programs. Professional users appreciate its reliability in synthetic transformations, though its handling requires expertise in hazardous material management. OYSI provides ethyl 2-bromoacetate with comprehensive safety documentation and technical support to qualified industrial customers throughout Europe.
Safety & Classification
Acute Tox. 2 *; Acute Tox. 1; Acute Tox. 2 *
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 | 1603 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Ethylbromacetat |
| Marine Pollutant | No |
Frequently Asked Questions
What is ethyl 2-bromoacetate?
Ethyl 2-bromoacetate is an organic chemical compound with the molecular formula C4H7BrO2 and CAS number 105-36-2. This brominated ester has a molecular weight of 167 g/mol and belongs to the family of haloacetic acid esters. It is classified as a highly toxic substance with acute toxicity properties, requiring careful handling and storage. The compound is commonly used as an intermediate in organic synthesis and pharmaceutical manufacturing processes.
What are the physicochemical properties of ethyl 2-bromoacetate?
Ethyl 2-bromoacetate is typically a colorless to pale yellow liquid at room temperature with a characteristic ester odor. The compound has good solubility in organic solvents such as ethanol, ether, and chloroform, but limited solubility in water. It has a boiling point around 158-160°C and a density of approximately 1.5 g/cm³. The presence of the bromine atom makes it reactive towards nucleophilic substitution reactions.
What is ethyl 2-bromoacetate used for?
Ethyl 2-bromoacetate is primarily used as a versatile intermediate in organic synthesis and pharmaceutical manufacturing. It serves as an alkylating agent in the production of various pharmaceuticals, agrochemicals, and fine chemicals. The compound is particularly valuable in the synthesis of amino acid derivatives, heterocyclic compounds, and other bioactive molecules. It is also used in research laboratories for chemical modifications and as a building block in medicinal chemistry applications.
How to handle ethyl 2-bromoacetate safely?
Ethyl 2-bromoacetate requires strict safety measures due to its high acute toxicity classification. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in a well-ventilated area or under a fume hood to avoid inhalation exposure. Prevent skin and eye contact, and avoid breathing vapors. Use only non-sparking tools and ensure proper grounding when handling. Keep away from heat sources and incompatible materials.
How to store ethyl 2-bromoacetate correctly?
Ethyl 2-bromoacetate should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep the substance in original containers made of compatible materials, typically glass or appropriate plastic. Store separately from strong bases, oxidizing agents, and reducing agents to prevent dangerous reactions. Maintain storage temperature below 25°C and ensure adequate containment measures to prevent environmental release in case of spills.
What to do in case of contact with ethyl 2-bromoacetate?
Ethyl 2-bromoacetate exposure requires immediate emergency response due to its high toxicity. For skin contact, immediately remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. In case of eye contact, flush thoroughly with water and seek immediate medical attention. If inhaled, move the person to fresh air immediately. For ingestion, do not induce vomiting and seek urgent medical care. Always consult a physician and provide the safety data sheet.
How to dispose of ethyl 2-bromoacetate appropriately?
Ethyl 2-bromoacetate disposal must comply with local and international hazardous waste regulations due to its toxic classification. The substance cannot be disposed of with regular waste and requires specialized hazardous waste treatment. Contact licensed waste disposal companies for proper collection and treatment. Small laboratory quantities may be neutralized through controlled chemical treatment by qualified personnel. Always check local environmental regulations and obtain proper waste disposal permits before disposal activities.
How to transport ethyl 2-bromoacetate?
Ethyl 2-bromoacetate is classified under ADR Class 6.1 (Toxic substances), Packing Group II, requiring specific transport regulations. Packages must bear appropriate UN identification numbers and hazard labels including the GHS06 skull and crossbones pictogram. Use approved packaging materials and ensure proper documentation including transport emergency cards. Only authorized carriers with hazardous materials certification should handle transportation. Comply with quantity limitations and segregation requirements during transport.
Is ethyl 2-bromoacetate subject to specific regulations?
Ethyl 2-bromoacetate is subject to various regulatory frameworks including REACH registration requirements for European markets and CLP classification as an acute toxic substance. The compound requires safety data sheets and appropriate labeling with 'Danger' signal word and GHS06 pictogram. While not currently listed as an SVHC substance, it may be subject to authorization or restriction procedures. Users must comply with occupational exposure limits and workplace safety regulations in their respective jurisdictions.
Where to buy ethyl 2-bromoacetate in Europe?
Ethyl 2-bromoacetate is available through OYSI, a specialized European distributor of technical chemicals and laboratory reagents. As a professional chemical supplier, OYSI ensures compliance with all regulatory requirements including proper documentation, packaging, and transport protocols for this toxic substance. The company serves various industries including pharmaceuticals, research institutions, and chemical manufacturing. Contact OYSI directly for availability, specifications, and regulatory compliance documentation for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.