2,2-dibromo-2-cyanoacetamide

C3H2Br2N2O

CAS10222-01-2
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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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 a halogenated organic compound with potent biocidal and antimicrobial properties. This specialized chemical compound belongs to the family of halogenated acetamide derivatives, featuring two bromine atoms and a cyano group attached to the same carbon center. With the molecular formula C3H2Br2N2O and a molecular weight of 241.87 g/mol, this white crystalline solid demonstrates significant biological activity due to its unique structural configuration. The presence of both bromine substituents and the nitrile functionality creates a highly reactive molecule that exhibits strong antimicrobial efficacy against bacteria, fungi, and algae. The compound presents considerable safety considerations, classified under multiple hazard categories including acute toxicity (Category 2 and 3), specific target organ toxicity with repeated exposure (Category 1), and severe eye damage (Category 1). Its classification under ADR Class 6.1 as a toxic substance requires specialized handling protocols and appropriate personal protective equipment during storage, transportation, and application. The GHS pictograms (GHS06, GHS08, GHS05, GHS09) emphasize the need for comprehensive risk management measures. Industrial applications primarily focus on water treatment systems, where it serves as an effective biocide for cooling towers, industrial process water, and oilfield operations. The compound also finds use in paint and coating formulations as a preservative, preventing microbial degradation. Unlike simpler halogenated compounds such as 2-chloroacetaldehyde, this dibromo derivative offers enhanced stability and broader spectrum antimicrobial activity. OYSI maintains reliable supply chains for 2,2-dibromo-2-cyanoacetamide, supporting European industrial customers with comprehensive technical documentation and regulatory compliance assistance for this specialized biocidal compound.

Safety & Classification

Danger
Classification:

Acute Tox. 2; Acute Tox. 3; STOT RE 1; Skin Irrit. 2; Eye Dam. 1; Skin Sens. 1; Aquatic Acute 1; ...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H301

Toxic if swallowed.

H372

Causes damage to organs through prolonged or repeated exposure.

H315

Causes skin irritation.

H318

Causes serious eye damage.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

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

Fatal

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 Number3439
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name2,2-Dibrom-2-cyanacetamid, fest
Marine PollutantNo

Frequently Asked Questions

What is 2,2-dibromo-2-cyanoacetamide?

2,2-dibromo-2-cyanoacetamide is a halogenated organic compound with the molecular formula C3H2Br2N2O and CAS number 10222-01-2. This chemical substance has a molecular weight of 241.87 g/mol and contains both bromine atoms and a cyano group attached to an acetamide structure. It is classified as a highly hazardous substance with multiple danger classifications including acute toxicity, skin and eye irritation, skin sensitization, and environmental toxicity. The compound requires careful handling due to its significant health and safety risks.

What are the physicochemical properties of 2,2-dibromo-2-cyanoacetamide?

2,2-dibromo-2-cyanoacetamide is a solid 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 behavior and reactivity. As a halogenated acetamide derivative, it typically exhibits limited water solubility due to its organic nature and halogen substitution. The compound's physical appearance and specific properties such as melting point, boiling point, and exact solubility parameters depend on purity and crystalline form.

What is 2,2-dibromo-2-cyanoacetamide used for?

2,2-dibromo-2-cyanoacetamide is primarily used as a biocide and antimicrobial agent in industrial water treatment applications. It serves as an effective preservative in metalworking fluids, cooling water systems, and other industrial processes where microbial control is essential. The compound's dual bromine substitution and cyano group provide broad-spectrum antimicrobial activity against bacteria, fungi, and algae. It may also find applications in specialized chemical synthesis as an intermediate or reagent, though its high toxicity limits its use to professional industrial settings.

How to handle 2,2-dibromo-2-cyanoacetamide safely?

2,2-dibromo-2-cyanoacetamide requires strict safety measures due to its acute toxicity and corrosive properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles or face shield, and respiratory protection when handling powders or in poorly ventilated areas. Work should be conducted in well-ventilated areas or under fume extraction systems. Avoid skin and eye contact, inhalation, and ingestion. Use appropriate tools to minimize direct contact and ensure emergency shower and eyewash stations are readily accessible. Training on proper handling procedures is mandatory.

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, direct sunlight, and incompatible materials. Keep containers tightly sealed in their original packaging to prevent moisture absorption and contamination. Storage areas should be equipped with appropriate containment systems and restricted to authorized personnel only. Avoid storage near strong bases, reducing agents, and organic materials. Implement temperature monitoring and ensure adequate fire suppression systems are available. Regular container inspections should be conducted to detect any signs of deterioration or leakage.

What to do in case of contact with 2,2-dibromo-2-cyanoacetamide?

Immediate action is crucial in case of contact with 2,2-dibromo-2-cyanoacetamide due to its high toxicity and corrosive nature. For skin contact, remove contaminated clothing immediately and rinse thoroughly with water for at least 15 minutes. In case of eye contact, flush with clean water for minimum 15 minutes and remove contact lenses if easily removable. If inhaled, move to fresh air immediately. If ingested, do not induce vomiting and seek immediate medical attention. Always consult emergency services and provide the safety data sheet to medical personnel.

How to dispose of 2,2-dibromo-2-cyanoacetamide appropriately?

2,2-dibromo-2-cyanoacetamide disposal must comply with local and national hazardous waste regulations due to its high toxicity and environmental hazard classification. The substance cannot be disposed of in regular waste streams or sewage systems. Professional hazardous waste disposal companies licensed for toxic chemical handling should be contracted for safe disposal. Incineration at specialized high-temperature facilities with appropriate emission controls is typically the preferred disposal method. All disposal activities must be documented with proper waste tracking forms and certificates of destruction for regulatory compliance.

How to transport 2,2-dibromo-2-cyanoacetamide?

2,2-dibromo-2-cyanoacetamide is classified under ADR Class 6.1 (Toxic substances) Packing Group II, indicating significant transport restrictions and safety requirements. Transportation must comply with dangerous goods regulations including proper packaging in UN-approved containers, appropriate labeling with GHS06, GHS08, GHS05, and GHS09 pictograms, and accurate shipping documentation. Only certified dangerous goods carriers can transport this substance. Vehicle placarding, driver training certification, and emergency response information must be provided. Special handling and segregation requirements apply to prevent incompatible material contact during transit.

Is 2,2-dibromo-2-cyanoacetamide subject to specific regulations?

2,2-dibromo-2-cyanoacetamide is subject to comprehensive chemical regulations including REACH registration requirements for import and use within the European Union. The substance falls under CLP regulation with mandatory hazard classification and labeling requirements including Danger signal word and multiple hazard pictograms. While not currently listed as SVHC, its high toxicity profile means it may be subject to authorization procedures or restrictions. Biocide regulation compliance may be required for antimicrobial applications. Occupational exposure limits and workplace safety regulations also apply to protect workers handling this substance.

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 serving industrial customers across the continent. As a professional chemical supplier, OYSI provides this highly regulated substance to qualified industrial users with proper handling capabilities and regulatory compliance. Due to the substance's high toxicity classification and transport restrictions, purchase is limited to professional users with appropriate safety infrastructure. OYSI ensures full regulatory documentation including safety data sheets and certificates of analysis to support customer compliance requirements.

Data Sources

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