901990

Tetrazine-acid

• Synonym(e): 4-(1,2,4,5-Tetrazin-3-yl)benzeneacetic acid
• Empirische Formel (Hill-System): C₁₀H₈N₄O₂
• CAS-Nummer: 1380500-92-4
• Molekulargewicht: 216.20
• UNSPSC Code: 12352106
• NACRES: NA.22
• MDL number: MFCD24503098

Eigenschaften

• form: powder or crystals
• availability: available only in USA
• storage temp.: −20°C
• SMILES string: n1ncnnc1c2ccc(cc2)CC(=O)O
• InChI: 1S/C10H8N4O2/c15-9(16)5-7-1-3-8(4-2-7)10-13-11-6-12-14-10/h1-4,6H,5H2,(H,15,16)
• InChI key: SLJKKTFIAUAYGR-UHFFFAOYSA-N

Beschreibung

Application

Tetrazine-acid demonstrates exceptionally fast cycloaddition kinetics with trans-cyclooctene (TCO) as the dienophile (up to 30,000 M^-1 s^-1). These have been the fastest kinetics reported for a bio orthogonal reaction. The chemical stability of tetrazines is substantially lower compared to methyltetrazines, thus requiring more careful selection of reagents and conditions for chemical transformation. However, tetrazine chemistry is still in an acceptable range for many applications.

Sicherheitshinweise

• pictograms: GHS02
• signalword: Danger
• hcodes: H242
• pcodes: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Lagerklasse: 5.2 - Organic peroxides and self-reacting hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable