Description

2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine (CAS No. 1333316-35-0) is a high-purity brominated acridine derivative with the molecular formula C₁₅H₁₃Br₂N. This compound features a rigid heterocyclic acridine core substituted with two bromine atoms at the 2 and 7 positions and two methyl groups at the 9-position, enhancing its steric and electronic properties. It is an essential intermediate in organic synthesis, particularly in the development of optoelectronic materials, pharmaceuticals, and ligands for transition-metal catalysis. Available in crystalline form, this reagent is characterized by excellent stability under ambient conditions and is supplied with comprehensive analytical data (including ¹H NMR, ¹³C NMR, and HPLC) to ensure reproducibility for research applications. Store in a cool, dry environment away from light to maintain integrity.

Properties

• CAS Number: 1333316-35-0
• Complexity: 290
• IUPAC Name: 2,7-dibromo-9,9-dimethyl-10H-acridine
• InChI: InChI=1S/C15H13Br2N/c1-15(2)11-7-9(16)3-5-13(11)18-14-6-4-10(17)8-12(14)15/h3-8,18H,1-2H3
• InChI Key: OJDIPHRGWNTBOO-UHFFFAOYSA-N
• Exact Mass: 366.93943
• Molecular Formula: C15H13Br2N
• Molecular Weight: 367.08
• SMILES: CC1(C2=C(C=CC(=C2)Br)NC3=C1C=C(C=C3)Br)C
• Topological: 12
• Monoisotopic Mass: 364.94147
• Synonyms: 1333316-35-0, 2,7-dibromo-9,9-dimethyl-9,10-dihydroacridine, 2,7-dibromo-9,9-dimethyl-10H-acridine, Acridine, 2,7-dibromo-9,10-dihydro-9,9-dimethyl-, 2,7-dibromo-9,10-dihydro-9,9-dimethyl-Acridine, MFCD26402967, 2,7-Dibromo-9,10-dihydro-9,9-dimethylacridine, 2,7-Dibromo-9,9-dimethylacridan, C15H13Br2N, SCHEMBL2452451, OJDIPHRGWNTBOO-UHFFFAOYSA-N, AKOS030524841, DA-12135, DS-19294, SY273853, CS-0161486, F16775

Application

2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine is widely utilized as a key building block in the synthesis of organic semiconductors and light-emitting materials due to its electron-deficient acridine core. It serves as a precursor for Suzuki-Miyaura cross-coupling reactions to construct extended π-conjugated systems for OLEDs and photovoltaic devices. Researchers also employ this compound in medicinal chemistry to develop acridine-based pharmacophores with potential anticancer or antimicrobial activity. Its sterically hindered structure makes it suitable for designing ligands in transition-metal-catalyzed transformations.

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