2-bromoacetic acid
C2H3BrO2
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Identification
- CAS Number
- 79-08-3
- EC Number
- 201-175-8
- UN Number
- 3425
- Index Number
- 607-065-00-X
- PubChem CID
- 6227
Physical-chemical properties
- Molecular Formula
- C2H3BrO2
- Molar Mass
- 138.95 g/mol
- IUPAC Name
- 2-bromoacetic acid
Chemical Identifiers
- InChI
- InChI=1S/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5)
- InChI Key
- KDPAWGWELVVRCH-UHFFFAOYSA-N
Overview
2-bromoacetic acid (CAS 79-08-3) is a halogenated carboxylic acid with strong alkylating properties and high reactivity toward nucleophiles. This organic compound represents a crucial intermediate in synthetic chemistry and industrial applications. With its molecular formula C2H3BrO2 and molecular weight of 138.95 g/mol, 2-bromoacetic acid exhibits the characteristic properties of both alpha-halogenated acids and potent alkylating agents. The presence of the bromine atom adjacent to the carboxyl group significantly enhances its electrophilic nature, making it highly reactive in nucleophilic substitution reactions. The compound presents significant safety considerations due to its corrosive properties and acute toxicity. Classified under GHS pictograms including GHS06 (skull and crossbones), GHS05 (corrosion), and GHS09 (environmental hazard), it requires careful handling protocols. The substance is categorized as Acute Tox. 3 through multiple exposure routes, Skin Corr. 1A for severe skin corrosion, and Skin Sens. 1 for skin sensitization. Its ADR Class 8 classification reflects its corrosive transport requirements. Primary industrial applications include pharmaceutical synthesis as a building block for various drug intermediates, particularly in the production of compounds requiring carboxymethylation reactions. It also serves as a key reagent in biochemical research for protein modification studies. The compound finds use in specialty chemical synthesis, often in processes similar to those employing related halogenated compounds like 2-chloro-5-(chloromethyl)-1,3-thiazole for heterocyclic synthesis. OYSI maintains reliable supply chains for 2-bromoacetic acid, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Skin Corr. 1A; Skin Sens. 1; 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
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 | 3425 |
| ADR Class | 8 |
| Packing Group | II |
| Tunnel Code | E |
| Proper Shipping Name | Bromessigsäure, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-bromoacetic acid?
2-bromoacetic acid is an organobromide chemical compound with the molecular formula C2H3BrO2 and CAS number 79-08-3. This halogenated carboxylic acid has a molecular weight of 138.95 g/mol and appears as a crystalline solid at room temperature. It is classified as a highly hazardous substance due to its acute toxicity, corrosive properties, and skin sensitizing effects. The compound is widely used as an intermediate in organic synthesis and pharmaceutical manufacturing.
What are the physicochemical properties of 2-bromoacetic acid?
2-bromoacetic acid is a white to pale yellow crystalline solid with a sharp, acetic acid-like odor. It is highly soluble in water and polar organic solvents such as ethanol and acetone. The compound has a melting point around 50°C and is hygroscopic, meaning it readily absorbs moisture from air. Due to the presence of the bromine atom, it exhibits enhanced reactivity compared to acetic acid and can undergo various substitution reactions.
What is 2-bromoacetic acid used for?
2-bromoacetic acid serves primarily as an alkylating agent and synthetic intermediate in organic chemistry. It is extensively used in pharmaceutical manufacturing for producing various drug compounds, particularly in the synthesis of amino acids and peptides. The compound also finds applications in the production of cosmetic ingredients, agrochemicals, and specialty chemicals. Additionally, it is used in research laboratories for protein modification and as a reagent in analytical chemistry procedures.
How to handle 2-bromoacetic acid safely?
2-bromoacetic acid requires strict safety measures due to its corrosive and toxic nature. 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. Avoid direct skin and eye contact as the substance can cause severe burns and tissue damage. Use proper handling tools and ensure emergency shower and eyewash stations are readily accessible.
How to store 2-bromoacetic acid correctly?
2-bromoacetic acid should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers tightly closed and store in original packaging made of compatible materials. Separate from incompatible substances such as strong bases, reducing agents, and metals. Store below 25°C in a designated chemical storage area with appropriate secondary containment. Ensure storage areas are equipped with spill control materials and maintain proper inventory records.
What to do in case of contact with 2-bromoacetic acid?
Immediate action is critical due to the corrosive nature of 2-bromoacetic acid. For skin contact, immediately remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. For eye contact, rinse immediately with water for at least 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. If ingested, do not induce vomiting and rinse mouth with water. Seek immediate medical attention in all cases of exposure.
How to dispose of 2-bromoacetic acid properly?
2-bromoacetic acid disposal must comply with local, national, and international environmental regulations. The substance cannot be disposed of in regular waste streams due to its hazardous classification. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may be neutralized carefully under controlled conditions by trained personnel, but this should only be done following specific protocols. Always consult safety data sheets and local authorities before disposal.
How to transport 2-bromoacetic acid?
2-bromoacetic acid is classified as ADR Class 8 (corrosive substances), Packing Group II, indicating moderate danger during transport. It must be packaged in UN-approved containers with proper labeling including corrosive hazard symbols. Transport vehicles must carry appropriate documentation, emergency response information, and safety equipment. Only trained and certified personnel should handle transportation. Special precautions are required to prevent spills and ensure compatibility with transport vessel materials.
Is 2-bromoacetic acid subject to specific regulations?
2-bromoacetic acid is subject to comprehensive chemical regulations including REACH registration in Europe and CLP classification requirements. It is classified with multiple hazard classes including Acute Toxicity Category 3, Skin Corrosion 1A, and Skin Sensitization Category 1. While not currently listed as a Substance of Very High Concern (SVHC), it requires safety data sheets, proper labeling with GHS pictograms (GHS05, GHS06, GHS09), and compliance with occupational exposure limits.
Where to buy 2-bromoacetic acid in Europe?
2-bromoacetic acid is available through OYSI, a specialized European distributor of technical chemicals and laboratory reagents. OYSI provides high-quality 2-bromoacetic acid with complete regulatory documentation including safety data sheets, certificates of analysis, and REACH compliance information. As a professional chemical distributor, OYSI ensures proper packaging, labeling, and transportation according to ADR regulations, serving customers across Europe with reliable supply chain solutions for industrial and research applications.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.