2,2-dibromo-2-cyanoacetamide
C3H2Br2N2O
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Identification
- CAS Number
- 10222-01-2
- EC Number
- 233-539-7
- UN Number
- 3439
- Index Number
- 607-747-00-7
- PubChem CID
- 25059
Physical-chemical properties
- Molecular Formula
- C3H2Br2N2O
- Molar Mass
- 241.87 g/mol
- IUPAC Name
- 2,2-dibromo-2-cyanoacetamide
Chemical Identifiers
- InChI
- InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)
- InChI Key
- UUIVKBHZENILKB-UHFFFAOYSA-N
Overview
2,2-dibromo-2-cyanoacetamide (CAS 10222-01-2) is an organohalogen compound with potent biocidal properties and high acute toxicity. This specialized chemical intermediate represents a critical component in various industrial biocide formulations and antimicrobial applications. The compound's molecular structure, featuring two bromine atoms and a cyano group attached to an acetamide backbone, confers exceptional antimicrobial efficacy against a broad spectrum of microorganisms. Its molecular formula C3H2Br2N2O and molecular weight of 241.87 g/mol reflect its compact yet highly reactive nature. The substance exhibits significant safety considerations, classified under multiple hazard categories including acute toxicity (categories 2 and 3), specific target organ toxicity, skin and eye irritation, and aquatic toxicity. The presence of GHS pictograms including skull and crossbones, health hazard, corrosion, and environmental hazard symbols underscores the need for stringent handling protocols. Transportation falls under ADR class 6.1, requiring specialized logistics expertise. Primary industrial applications include water treatment biocides, industrial preservatives, and antimicrobial formulations for cooling systems. Unlike related compounds such as 2-chloroacetaldehyde, this dibrominated derivative offers enhanced stability and prolonged antimicrobial activity. The compound also serves as a synthetic intermediate in pharmaceutical chemistry, where its reactive halogen centers enable further chemical modifications. Manufacturing industries utilizing this compound typically include water treatment facilities, industrial cleaning product manufacturers, and specialty chemical producers requiring reliable antimicrobial agents. The substance's effectiveness in controlling bacterial and fungal growth makes it particularly valuable in industrial cooling water systems and metalworking fluid formulations. OYSI maintains strategic inventory of 2,2-dibromo-2-cyanoacetamide to support European industrial customers requiring consistent supply and technical expertise.
Safety & Classification
Acute Tox. 2; Acute Tox. 3; STOT RE 1; Skin Irrit. 2; Eye Dam. 1; Skin Sens. 1; Aquatic Acute 1; ...
GHS Pictograms
Skull and Crossbones
GHS06
Acute toxicity. Fatal if swallowed, in contact with skin, or if inhaled.
Health Hazard
GHS08
Serious health hazard. May cause cancer, organ damage, or genetic defects.
Corrosion
GHS05
Corrosive. Causes severe skin burns and eye damage.
Environment
GHS09
Environmental hazard. Toxic to aquatic life with long lasting effects.
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 | 3439 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | 2,2-Dibrom-2-cyanacetamid, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,2-dibromo-2-cyanoacetamide?
2,2-dibromo-2-cyanoacetamide is an organic chemical compound with the molecular formula C3H2Br2N2O and CAS number 10222-01-2. This brominated compound features both cyano and amide functional groups, making it a versatile chemical intermediate. With a molecular weight of 241.87 g/mol, it belongs to the class of halogenated acetamide derivatives and is primarily used in industrial chemical synthesis processes.
What are the physicochemical properties of 2,2-dibromo-2-cyanoacetamide?
2,2-dibromo-2-cyanoacetamide is a solid crystalline compound at room temperature with a molecular weight of 241.87 g/mol. The presence of two bromine atoms and the cyano group significantly influences its chemical reactivity and stability. Its solubility characteristics are affected by the polar amide group and the halogen substituents, making it moderately soluble in polar organic solvents while being less soluble in water.
What is 2,2-dibromo-2-cyanoacetamide used for?
2,2-dibromo-2-cyanoacetamide serves primarily as a chemical intermediate in pharmaceutical synthesis and organic chemistry applications. Its unique structure with bromine atoms and cyano functionality makes it valuable for building complex molecular frameworks. The compound is commonly used in research laboratories and industrial settings for the synthesis of specialized organic compounds, particularly in the development of bioactive molecules and advanced materials.
How to handle 2,2-dibromo-2-cyanoacetamide safely?
2,2-dibromo-2-cyanoacetamide requires careful handling due to its classification as Acute Tox. 2/3, with GHS06 and GHS08 pictograms indicating serious health hazards. Essential PPE includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Avoid skin and eye contact, inhalation, and ingestion. Work in a fume hood when possible, and ensure emergency shower and eyewash stations are accessible during handling operations.
How to store 2,2-dibromo-2-cyanoacetamide correctly?
2,2-dibromo-2-cyanoacetamide must be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly sealed to prevent moisture absorption and contamination. Store separately from incompatible materials such as strong bases, reducing agents, and oxidizing substances. Ensure storage areas have appropriate ventilation and temperature control, and maintain proper labeling with hazard information according to GHS requirements.
What to do in case of contact with 2,2-dibromo-2-cyanoacetamide?
Immediate action is required due to the compound's acute toxicity classification. For skin contact, remove contaminated clothing and rinse affected areas with copious amounts of water for at least 15 minutes. In case of eye contact, flush immediately with water and seek medical attention due to the Eye Dam. 1 classification. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical care.
How to dispose of 2,2-dibromo-2-cyanoacetamide properly?
2,2-dibromo-2-cyanoacetamide disposal must comply with local and European waste regulations due to its hazardous classification and environmental concerns (Aquatic Acute 1). Contact licensed hazardous waste disposal companies for proper treatment. Never dispose of in regular waste streams, sewers, or the environment. Ensure proper documentation and tracking of waste disposal according to applicable regulations. Consider neutralization or incineration at authorized facilities equipped for halogenated compounds.
How to transport 2,2-dibromo-2-cyanoacetamide?
2,2-dibromo-2-cyanoacetamide is classified under ADR Class 6.1 (toxic substances) with Packing Group II, indicating moderate toxicity requiring specific transport precautions. Use appropriate UN-specification packaging and proper hazard labels during shipment. Transport vehicles must comply with ADR regulations for toxic substances, including driver training and emergency equipment. Ensure proper documentation including safety data sheets and transport emergency cards accompany all shipments.
Is 2,2-dibromo-2-cyanoacetamide subject to specific regulations?
2,2-dibromo-2-cyanoacetamide is regulated under European REACH and CLP regulations due to its hazardous properties, though it is not classified as an SVHC substance. Its acute toxicity and environmental hazard classifications require compliance with worker protection standards and environmental regulations. Users must ensure proper risk assessments, safety data sheet distribution, and adherence to occupational exposure limits where established by national authorities.
Where to buy 2,2-dibromo-2-cyanoacetamide in Europe?
2,2-dibromo-2-cyanoacetamide is available through OYSI, a specialized European distributor of technical chemicals and laboratory reagents. As a professional chemical supplier, OYSI provides high-quality products with complete documentation including safety data sheets and certificates of analysis. Contact OYSI directly for availability, technical specifications, packaging options, and regulatory compliance support for your specific application requirements across European markets.
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2,2-dibromo-2-cyanoacetamide is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.