Description

2,3,6,7,10,11-Hexaaminotriphenylene (CAS No. 1159202-33-1) is a highly specialized organic compound with the molecular formula C₁₈H₁₈N₆. This polycyclic aromatic amine, also known by its IUPAC name triphenylene-2,3,6,7,10,11-hexaamine, features a rigid triphenylene core functionalized with six primary amine groups at the 2, 3, 6, 7, 10, and 11 positions. The compound exhibits exceptional thermal stability and planar geometry, making it a valuable precursor for the synthesis of conductive polymers, covalent organic frameworks (COFs), and nitrogen-doped graphene analogs. Its high density of amine functionalities enables versatile post-synthetic modifications, including Schiff base formation and metal coordination, for applications in catalysis, energy storage, and optoelectronic materials. Available as a dark crystalline powder, this product is characterized by HPLC purity ≥95% and is supplied under inert packaging to ensure long-term stability. Researchers should store it in a cool, dry environment away from oxidizing agents.

Properties

• CAS Number: 1159202-33-1
• Complexity: 364
• IUPAC Name: triphenylene-2,3,6,7,10,11-hexamine
• InChI: InChI=1S/C18H18N6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6H,19-24H2
• InChI Key: FXVCQLLAIUUIHJ-UHFFFAOYSA-N
• Exact Mass: 318.15929460
• Molecular Formula: C18H18N6
• Molecular Weight: 318.4
• SMILES: C1=C2C3=CC(=C(C=C3C4=CC(=C(C=C4C2=CC(=C1N)N)N)N)N)N
• Topological: 156
• Monoisotopic Mass: 318.15929460
• Synonyms: 1159202-33-1, 2,3,6,7,10,11-Hexaaminotriphenylene, Triphenylene-2,3,6,7,10,11-hexaamine, Triphenylene-2,3,6,7,10,11-hexamine, SCHEMBL18623483, CS-0110886, G89738

Application

2,3,6,7,10,11-Hexaaminotriphenylene serves as a critical building block for constructing nitrogen-rich porous materials, particularly in the development of redox-active covalent organic frameworks (COFs) for electrochemical energy storage devices. Its multiple amine groups facilitate the formation of imine-linked 2D polymers with high surface areas, useful for gas adsorption and heterogeneous catalysis. The compound’s extended π-conjugation system makes it a promising candidate for organic semiconductor applications, including thin-film transistors and photovoltaics. In materials science, it is employed as a molecular precursor for the bottom-up synthesis of graphene nanoribbons with defined edge functionalities.

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