2-bromoacetic acid

C2H3BrO2

CAS79-08-3
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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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, also known by its IUPAC designation 2-bromoacetic acid, represents a crucial intermediate in organic synthesis and chemical manufacturing. With the molecular formula C2H3BrO2 and a molecular weight of 138.95 g/mol, this brominated derivative of acetic acid exhibits significantly enhanced reactivity compared to its parent compound due to the electron-withdrawing effect of the bromine substituent. The presence of both a carboxylic acid functional group and an alpha-halogen makes 2-bromoacetic acid particularly valuable in synthetic chemistry applications. Its structure enables diverse chemical transformations, including nucleophilic substitution reactions, coupling reactions, and the formation of various heterocyclic compounds. Like other haloacetic acids in organic synthesis, it shares certain reactivity patterns with compounds such as 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione, though their applications differ significantly. Safety considerations are paramount when handling this substance, as it carries multiple hazard classifications including acute toxicity (category 3), skin corrosion (1A), and skin sensitization. The compound requires careful handling protocols and appropriate personal protective equipment due to its corrosive nature and potential environmental impact. Primary industrial applications include pharmaceutical intermediate synthesis, agrochemical production, and specialty chemical manufacturing. The compound serves as a key building block in the production of various bioactive molecules and chemical intermediates. OYSI provides high-quality 2-bromoacetic acid to meet the demanding requirements of European chemical and pharmaceutical industries.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Skin Corr. 1A; Skin Sens. 1; Aquatic Acute 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H301

Toxic if swallowed.

H314

Causes severe skin burns and eye damage.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

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

Toxic

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 Number3425
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping NameBromessigsäure, fest
Marine PollutantNo

Frequently Asked Questions

What is 2-bromoacetic acid?

2-bromoacetic acid is an organohalogen compound with the molecular formula C2H3BrO2 and CAS number 79-08-3. This chemical substance belongs to the haloacetic acid family, featuring a bromine atom attached to the carbon adjacent to the carboxylic acid group. With a molecular weight of 138.95 g/mol, it is classified as a highly hazardous substance requiring careful handling due to its corrosive and toxic properties.

What are the physicochemical properties of 2-bromoacetic acid?

2-bromoacetic acid is typically a white to pale yellow crystalline solid at room temperature with a characteristic pungent odor. It is highly soluble in water and polar organic solvents due to its carboxylic acid functional group. The compound exhibits strong acidic properties and is hygroscopic, readily absorbing moisture from air. Its bromine substituent makes it more reactive than acetic acid, particularly in nucleophilic substitution reactions.

What is 2-bromoacetic acid used for?

2-bromoacetic acid is primarily used as a chemical intermediate in pharmaceutical and agrochemical synthesis. It serves as an alkylating agent in organic chemistry for introducing carboxymethyl groups into various compounds. The substance is commonly employed in the production of specialty chemicals, research applications, and as a reagent in analytical chemistry. Its reactive nature makes it valuable for creating derivatives and complex molecular structures in laboratory settings.

How to handle 2-bromoacetic acid safely?

2-bromoacetic acid requires strict safety measures due to its corrosive and toxic nature. Personal protective equipment must include chemical-resistant gloves, safety goggles, lab coat, and respiratory protection when handling. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely, as the substance can cause severe burns and irritation. Emergency washing facilities should be immediately accessible.

How to store 2-bromoacetic acid correctly?

2-bromoacetic acid must be stored in tightly sealed, corrosion-resistant containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers away from bases, metals, and oxidizing agents to prevent dangerous reactions. Storage areas should be equipped with appropriate spill containment measures and emergency equipment. Maintain temperatures below 25°C and protect from moisture to preserve product stability and prevent degradation.

What to do in case of contact with 2-bromoacetic acid?

Immediate action is required for any contact with 2-bromoacetic acid due to its corrosive properties. For skin contact, immediately flush with copious amounts of water for at least 15 minutes while removing contaminated clothing. In case of eye contact, rinse thoroughly with water for at least 15 minutes and seek immediate medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek emergency medical care immediately.

How to dispose of 2-bromoacetic acid properly?

2-bromoacetic acid disposal must comply with local and European waste regulations as it is classified as hazardous waste. The substance cannot be disposed of in regular drains or municipal waste systems due to its corrosive and toxic properties. Neutralization by qualified personnel may be required before disposal. Contact licensed hazardous waste disposal companies for proper collection and treatment. Maintain detailed disposal records for regulatory compliance and environmental protection.

How to transport 2-bromoacetic acid?

2-bromoacetic acid is classified as ADR Class 8 (corrosive substances) Packing Group II, requiring specialized transport procedures. Packages must bear appropriate hazard labels including corrosive substance markings and proper shipping names. Vehicles must be equipped with emergency equipment and drivers require ADR certification. The substance requires secure packaging in approved containers designed for corrosive materials, with proper documentation including safety data sheets accompanying shipments.

Is 2-bromoacetic acid subject to specific regulations?

2-bromoacetic acid is subject to comprehensive European chemical regulations under REACH and CLP frameworks, requiring registration and classification as a hazardous substance. While not currently listed as an SVHC (Substance of Very High Concern), its Acute Toxicity 3 and Skin Corrosion 1A classifications impose strict handling, labeling, and safety data sheet requirements. Industrial users must comply with occupational exposure limits and environmental protection measures under relevant EU directives.

Where to buy 2-bromoacetic acid in Europe?

2-bromoacetic acid is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers across Europe. OYSI provides comprehensive regulatory support, safety documentation, and technical expertise for hazardous chemical procurement. As a professional chemical distributor, OYSI ensures proper packaging, transport compliance, and regulatory documentation for safe delivery. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.

Data Sources

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