2,2-dibromo-2-nitroethanol

C2H3Br2NO3

CAS69094-18-4
GHS01 Gefahrensymbol: Explosionsgefährlich – Explodierende Bombe
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
69094-18-4
EC Number
412-380-9
UN Number
Index Number
609-056-00-6
PubChem CID
93395

Physical-chemical properties

Molecular Formula
C2H3Br2NO3
Molar Mass
248.86 g/mol
IUPAC Name
2,2-dibromo-2-nitroethanol

Chemical Identifiers

InChI
InChI=1S/C2H3Br2NO3/c3-2(4,1-6)5(7)8/h6H,1H2
InChI Key
FMNZAHDAULEOSO-UHFFFAOYSA-N

Overview

2,2-dibromo-2-nitroethanol (CAS 69094-18-4) is a halogenated nitro compound with explosive properties and significant biological activity. This specialized chemical intermediate represents a unique combination of functional groups, incorporating both dibromo and nitro substituents on a simple ethanol backbone. The molecular formula C2H3Br2NO3 indicates a highly substituted structure with a molecular weight of 248.86 g/mol, making it a dense, reactive compound with multiple potential reaction sites. The compound exhibits severe hazard classifications under the GHS system, including explosive properties (Class 1.1), suspected carcinogenicity (Category 2), and acute toxicity. The presence of GHS pictograms GHS01 through GHS09 indicates comprehensive safety concerns spanning explosive, health, corrosion, and environmental hazards. The skin corrosive properties (Category 1A) and sensitization potential require stringent handling protocols and appropriate personal protective equipment. From a structural perspective, the compound shares certain reactive characteristics with other nitro-containing compounds such as 4-nitrosophenol, though its aliphatic nature and halogen substitution pattern create distinct reactivity profiles. The dual bromine substitution at the alpha position to both the nitro group and hydroxyl functionality creates significant steric and electronic effects that influence its chemical behavior. Industrial applications typically focus on specialized synthetic transformations where the unique combination of functional groups provides access to otherwise difficult-to-obtain molecular architectures. The compound serves as a valuable building block in pharmaceutical intermediate synthesis and specialized materials chemistry, particularly where controlled introduction of nitrogen and halogen functionality is required. OYSI maintains availability of 2,2-dibromo-2-nitroethanol for qualified industrial customers with appropriate handling capabilities and regulatory compliance.

Safety & Classification

Danger
Classification:

Expl. 1.1; Carc. 2; Acute Tox. 4 *; STOT RE 2 *; Skin Corr. 1A; Skin Sens. 1; Aquatic Acute 1; Aq...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H201

Explosive; mass explosion hazard.

H351

Suspected of causing cancer.

H302

Harmful if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H314

Causes severe skin burns and 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

Skin Contact

Harmful

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

Harmful

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.

Frequently Asked Questions

What is 2,2-dibromo-2-nitroethanol?

2,2-dibromo-2-nitroethanol is a halogenated nitro alcohol compound with the molecular formula C2H3Br2NO3 and CAS number 69094-18-4. This chemical substance has a molecular weight of 248.86 g/mol and contains two bromine atoms and one nitro group attached to an ethanol backbone. It is classified as a highly hazardous chemical with explosive, carcinogenic, and corrosive properties, requiring specialized handling and safety measures in industrial applications.

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

2,2-dibromo-2-nitroethanol is a dense organic compound due to the presence of two bromine atoms, giving it a molecular weight of 248.86 g/mol. The compound contains both polar (hydroxyl and nitro groups) and halogenated components, which influence its solubility characteristics. As a nitro compound with halogen substituents, it likely exists as a liquid or solid at room temperature, though specific physical data should be confirmed through technical documentation before handling.

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

2,2-dibromo-2-nitroethanol is primarily used as a specialized chemical intermediate in organic synthesis and pharmaceutical manufacturing processes. Its unique structure containing both bromine and nitro functional groups makes it valuable for specific chemical transformations. Due to its explosive and highly toxic nature, its applications are limited to controlled industrial settings where proper safety protocols can be maintained. The compound may also serve as a research chemical in specialized laboratory applications.

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

2,2-dibromo-2-nitroethanol must be handled with extreme caution due to its explosive, carcinogenic, and corrosive properties. Essential PPE includes chemical-resistant gloves, full face protection, and acid-resistant clothing due to its Skin Corr. 1A classification. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid friction, shock, and heat sources due to explosive hazard class Expl. 1.1. Only trained personnel should handle this substance.

How to store 2,2-dibromo-2-nitroethanol correctly?

2,2-dibromo-2-nitroethanol must be stored in specialized explosive-safe storage facilities due to its Expl. 1.1 classification. Storage areas should be cool, dry, and protected from shock, friction, heat, and ignition sources. The compound should be kept in original containers away from incompatible materials and oxidizing agents. Secondary containment is recommended due to its corrosive nature. Access should be restricted to authorized personnel only, with appropriate emergency response equipment readily available.

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

2,2-dibromo-2-nitroethanol contact requires immediate emergency response due to its severe corrosive properties. For skin contact, immediately remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water and seek urgent medical attention. If inhaled, move person to fresh air and provide respiratory support if needed. Seek immediate medical attention for all exposure routes due to the substance's toxic and carcinogenic nature.

How to dispose of 2,2-dibromo-2-nitroethanol properly?

2,2-dibromo-2-nitroethanol disposal requires specialized hazardous waste management due to its explosive, toxic, and environmentally hazardous properties (Aquatic Acute 1). The substance must be disposed of through licensed hazardous waste contractors capable of handling explosive materials. Neutralization or treatment may be required before disposal. Never dispose of via normal waste streams or sewage systems. All disposal activities must comply with local environmental regulations and be documented according to waste tracking requirements.

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

2,2-dibromo-2-nitroethanol transport requires specialized dangerous goods procedures due to its explosive and toxic nature. Although specific ADR classification details are not provided, the explosive classification (Expl. 1.1) indicates it falls under dangerous goods regulations. Transportation must comply with international dangerous goods regulations including proper packaging, labeling with appropriate GHS pictogrammes (GHS01, GHS08, GHS07, GHS05, GHS09), and documentation. Only certified dangerous goods transporters should handle shipments of this substance.

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

2,2-dibromo-2-nitroethanol is subject to extensive chemical safety regulations due to its multiple hazard classifications. Under CLP regulation, it carries the signal word 'Danger' with multiple hazard classes including explosive, carcinogenic, and corrosive properties. While not currently listed as an SVHC under REACH, its carcinogenic classification may trigger additional regulatory requirements. The compound's explosive nature also subjects it to explosives regulations, and its environmental hazards require compliance with aquatic protection measures.

Where to buy 2,2-dibromo-2-nitroethanol in Europe?

2,2-dibromo-2-nitroethanol is available through OYSI, a specialized European distributor of technical chemicals. Due to the substance's explosive and highly hazardous nature, procurement requires verification of proper handling capabilities, storage facilities, and regulatory compliance. OYSI can provide technical documentation, safety data sheets, and guidance on regulatory requirements. As a controlled substance, purchase may require specific licenses or certifications depending on intended use and local regulations.

Data Sources

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