2,3-dichloroquinoxaline-6-carbonyl chloride
C9H3Cl3N2O
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Identification
- CAS Number
- 1919-43-3
- EC Number
- 217-642-4
- UN Number
- 3261
- PubChem CID
- 74714
Physical-chemical properties
- Molecular Formula
- C9H3Cl3N2O
- Molar Mass
- 261.50 g/mol
- IUPAC Name
- 2,3-dichloroquinoxaline-6-carbonyl chloride
Chemical Identifiers
- InChI
- InChI=1S/C9H3Cl3N2O/c10-7-8(11)14-6-3-4(9(12)15)1-2-5(6)13-7/h1-3H
- InChI Key
- NGCRLFIYVFOUMZ-UHFFFAOYSA-N
Overview
2,3-dichloroquinoxaline-6-carbonyl chloride (CAS 1919-43-3) is a heterocyclic acyl chloride compound featuring reactive carbonyl chloride functionality and dichlorinated quinoxaline structure. This specialized chemical intermediate belongs to the quinoxaline family, characterized by a bicyclic aromatic system containing two nitrogen atoms. The molecule combines the structural complexity of a dichlorinated quinoxaline ring with the high reactivity of an acyl chloride group at the 6-position. With a molecular formula of C9H3Cl3N2O and molecular weight of 261.5 g/mol, this compound exhibits typical acyl chloride properties including moisture sensitivity and pronounced reactivity toward nucleophiles. The presence of three chlorine atoms - two on the quinoxaline ring and one in the carbonyl chloride group - significantly influences the compound's electronic properties and reactivity profile. Like other acyl chlorides such as 4-methoxybenzoyl chloride, this substance readily undergoes acylation reactions, making it valuable for introducing the 2,3-dichloroquinoxaline moiety into target molecules. The compound requires careful handling due to its corrosive nature, classified under ADR Class 8 for transport purposes. Primary industrial applications include pharmaceutical intermediate synthesis, where the quinoxaline scaffold serves as a building block for bioactive compounds, agrochemical development for crop protection products, and specialty chemical manufacturing for advanced materials. The compound's dual reactivity - through both the acyl chloride group and the electron-deficient quinoxaline system - enables diverse synthetic transformations in medicinal chemistry and materials science. OYSI maintains reliable supply chains for 2,3-dichloroquinoxaline-6-carbonyl chloride, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 3261 |
| ADR Class | 8 |
| Packing Group | II |
| Tunnel Code | E |
| Proper Shipping Name | Dichlorchinoxalincarbonsäurechlorid, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,3-dichloroquinoxaline-6-carbonyl chloride?
2,3-dichloroquinoxaline-6-carbonyl chloride is an organic chemical compound with the molecular formula C9H3Cl3N2O and CAS number 1919-43-3. This compound belongs to the quinoxaline family and features both dichloro substitutions on the quinoxaline ring and an acyl chloride functional group. With a molecular weight of 261.5 g/mol, it serves as an important intermediate in organic synthesis and pharmaceutical chemistry applications.
What are the physicochemical properties of 2,3-dichloroquinoxaline-6-carbonyl chloride?
2,3-dichloroquinoxaline-6-carbonyl chloride is a crystalline solid at room temperature with a molecular weight of 261.5 g/mol. As an acyl chloride derivative, it is moisture-sensitive and reactive toward nucleophiles. The compound typically appears as a pale yellow to off-white solid and is soluble in organic solvents such as dichloromethane, chloroform, and THF, but reacts with water and alcohols.
What is 2,3-dichloroquinoxaline-6-carbonyl chloride used for?
2,3-dichloroquinoxaline-6-carbonyl chloride is primarily used as a synthetic intermediate in pharmaceutical and agrochemical manufacturing. Its acyl chloride functionality makes it valuable for coupling reactions to form amides, esters, and other derivatives. The compound serves as a building block in the synthesis of bioactive molecules, including potential pharmaceutical compounds and research chemicals in medicinal chemistry applications.
How to handle 2,3-dichloroquinoxaline-6-carbonyl chloride safely?
2,3-dichloroquinoxaline-6-carbonyl chloride should be handled in a well-ventilated area or fume hood using appropriate personal protective equipment. Wear chemical-resistant gloves, safety goggles, and protective clothing to prevent skin and eye contact. As an acyl chloride, it can be corrosive and moisture-sensitive, so work in dry conditions and avoid contact with water or alcohols. Use proper laboratory techniques and ensure adequate ventilation.
How to store 2,3-dichloroquinoxaline-6-carbonyl chloride properly?
2,3-dichloroquinoxaline-6-carbonyl chloride must be stored in a cool, dry place away from moisture and humidity. Keep the container tightly sealed in an inert atmosphere if possible, as acyl chlorides are sensitive to hydrolysis. Store away from alcohols, amines, and other nucleophiles that could react with the compound. Use appropriate secondary containment and ensure storage areas are well-ventilated and temperature-controlled.
What to do in case of contact with 2,3-dichloroquinoxaline-6-carbonyl chloride?
In case of skin contact with 2,3-dichloroquinoxaline-6-carbonyl chloride, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention.
How to dispose of 2,3-dichloroquinoxaline-6-carbonyl chloride properly?
2,3-dichloroquinoxaline-6-carbonyl chloride must be disposed of according to local and national waste regulations as hazardous chemical waste. Do not dispose of in regular trash or pour down drains. Contact licensed waste disposal companies for proper handling and treatment. The compound should be collected in appropriate containers, labeled clearly, and treated through approved incineration or chemical neutralization methods under professional supervision.
How to transport 2,3-dichloroquinoxaline-6-carbonyl chloride?
2,3-dichloroquinoxaline-6-carbonyl chloride is classified under ADR Class 8 (Corrosive substances), Packing Group II. Transport requires appropriate hazardous material packaging, labeling, and documentation according to dangerous goods regulations. Use UN-approved containers and ensure proper marking with the correct UN number and hazard labels. Shipping must comply with ADR/RID regulations for road and rail transport within Europe.
Is 2,3-dichloroquinoxaline-6-carbonyl chloride subject to special regulations?
2,3-dichloroquinoxaline-6-carbonyl chloride is subject to standard chemical regulations including REACH registration requirements for commercial use in the European Union. While not classified as a SVHC (Substance of Very High Concern), it must comply with CLP regulation for classification, labeling, and packaging. Users should maintain safety data sheets and follow workplace exposure guidelines and local chemical handling regulations.
Where to buy 2,3-dichloroquinoxaline-6-carbonyl chloride in Europe?
2,3-dichloroquinoxaline-6-carbonyl chloride is available through OYSI, a specialized European distributor of fine chemicals and pharmaceutical intermediates. OYSI provides reliable sourcing and distribution across Europe with proper regulatory compliance and technical support. Contact OYSI directly for availability, specifications, and delivery options to meet your specific research or manufacturing requirements with appropriate documentation and quality assurance.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.