3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine
C14H8Cl2N4
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Identification
- CAS Number
- 74115-24-5
- EC Number
- 277-728-2
- UN Number
- 3077
- Index Number
- 613-341-00-0
- PubChem CID
- 73670
Physical-chemical properties
- Molecular Formula
- C14H8Cl2N4
- Molar Mass
- 303.10 g/mol
- IUPAC Name
- 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine
Chemical Identifiers
- InChI
- InChI=1S/C14H8Cl2N4/c15-11-7-3-1-5-9(11)13-17-19-14(20-18-13)10-6-2-4-8-12(10)16/h1-8H
- InChI Key
- UXADOQPNKNTIHB-UHFFFAOYSA-N
Overview
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine (CAS 74115-24-5) is a heterocyclic aromatic compound featuring a tetrazine core with chlorinated phenyl substituents. This specialized organic compound belongs to the tetrazine family, characterized by its six-membered ring containing four nitrogen atoms. The molecule features two 2-chlorophenyl groups attached at positions 3 and 6 of the tetrazine ring, giving it unique chemical properties and reactivity patterns. With a molecular formula of C14H8Cl2N4 and molecular weight of 303.1 g/mol, this compound represents an important building block in organic synthesis and materials science. The tetrazine core structure is particularly valuable in click chemistry applications, especially inverse electron-demand Diels-Alder reactions, where it demonstrates exceptional reactivity with alkenes and alkynes. The presence of chlorine substituents on the phenyl rings enhances the compound's electron-withdrawing properties, potentially increasing its reactivity in cycloaddition reactions compared to unsubstituted analogs. From a safety perspective, 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is classified under Aquatic Chronic 1, indicating potential long-term adverse effects on aquatic environments. The compound carries a Warning signal word and requires GHS09 pictogram labeling. For transportation, it falls under ADR Class 9, designating it as a miscellaneous dangerous substance requiring appropriate handling protocols. Industrial applications primarily focus on pharmaceutical intermediates, specialty polymer synthesis, and advanced materials development. The compound serves as a key reagent in bioorthogonal chemistry applications and materials requiring specific electronic properties. Unlike simpler compounds such as triphenyl phosphite, this tetrazine derivative offers unique reactivity patterns essential for specialized synthetic pathways. OYSI maintains reliable supply chains for 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine to support European industrial and research applications.
Safety & Classification
Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Transport (ADR)
| UN Number | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Clofentezin (ISO) |
| Marine Pollutant | No |
Frequently Asked Questions
What is 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is an organic compound with the molecular formula C14H8Cl2N4 and CAS number 74115-24-5. This tetrazine derivative features two chlorophenyl substituents attached to a tetrazine ring system. With a molecular weight of 303.1 g/mol, it belongs to the class of heterocyclic aromatic compounds and is classified as having aquatic chronic toxicity (Aquatic Chronic 1).
What are the physicochemical properties of 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is a solid organic compound at room temperature with a molecular weight of 303.1 g/mol. The presence of chlorine atoms and the aromatic tetrazine ring system influences its polarity and solubility characteristics. As a substituted tetrazine, it typically exhibits limited water solubility but better solubility in organic solvents. The compound's specific physical properties such as melting point and appearance may vary depending on purity and crystalline form.
What is 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine used for?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is primarily used in specialized chemical applications and research. Tetrazine compounds are valuable in organic synthesis, particularly in bioorthogonal chemistry and as intermediates for pharmaceutical development. This specific derivative may serve as a building block for more complex molecules or as a reagent in specific chemical transformations. Its applications are typically found in laboratory research, pharmaceutical intermediates, and specialized industrial chemical processes.
How to handle 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine safely?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine requires careful handling with appropriate personal protective equipment including safety goggles, gloves, and lab coats. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation. Given its Aquatic Chronic 1 classification, special attention must be paid to preventing environmental release. Avoid direct skin and eye contact, and ensure proper hygiene practices. Handle containers carefully to prevent spills and always follow good laboratory practices.
How to store 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine correctly?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine should be stored in a cool, dry place away from direct sunlight and heat sources. Keep containers tightly sealed to prevent moisture absorption and contamination. Store in secondary containment to prevent environmental release due to its aquatic toxicity classification. Separate from incompatible materials and ensure proper labeling with hazard information. Storage areas should be well-ventilated and equipped with appropriate spill containment measures to protect the environment.
What to do in case of contact with 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine?
In case of skin contact with 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet for specific first aid measures.
How to dispose of 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine appropriately?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine must be disposed of as hazardous chemical waste through licensed waste disposal contractors. Due to its Aquatic Chronic 1 classification, it cannot be disposed of down drains or into the environment. Collect waste in appropriate, labeled containers and arrange collection through certified hazardous waste management services. Follow local and national regulations for hazardous waste disposal, and maintain proper documentation of waste disposal activities for regulatory compliance.
How to transport 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is classified as ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation for road transport. Packages must bear proper shipping names, UN numbers, and hazard labels. Drivers must carry appropriate transport documentation, and vehicles should be equipped according to ADR requirements. Consult current ADR regulations for specific packaging and transport requirements.
Is 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine subject to specific regulations?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is subject to standard chemical regulations including REACH registration requirements in Europe and CLP classification as Aquatic Chronic 1 with Warning signal word. It is not currently listed as a Substance of Very High Concern (SVHC). Users must comply with workplace safety regulations, environmental protection laws, and proper classification and labeling under CLP. Always check current regulatory status as requirements may change over time.
Where to buy 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine in Europe?
3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine is available through OYSI, a specialized European distributor of technical chemicals. OYSI supplies this compound to laboratories, research institutions, and industrial customers across Europe with proper documentation and regulatory compliance. As a specialized chemical, availability may be subject to minimum order quantities and lead times. Contact OYSI directly for current availability, specifications, and technical support for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.