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Atomfair 4,9-Dibromo-2,7-didodecylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone NDI12-2Br C38H52Br2N2O4 CAS 1444006-57-8

4,9-Dibromo-2,7-didodecylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (CAS: 1444006-57-8) is a high-purity, brominated naphthalene diimide (NDI) derivative designed for advanced research and industrial applications. With the molecular formula C38H52Br2N2O4, this compound features a rigid, planar aromatic core functionalized with two bromine atoms and two dodecyl chains, offering unique electronic and solubility properties. Its IUPAC name, 2,9-dibromo-6,13-didodecyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-5,7,12,14-tetrone , reflects its complex polycyclic structure. Ideal for organic electronics, this compound is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistency in photophysical studies, semiconductor research, and material science applications. Store in a cool, dry place, protected from light.

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Description

4,9-Dibromo-2,7-didodecylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (CAS: 1444006-57-8) is a high-purity, brominated naphthalene diimide (NDI) derivative designed for advanced research and industrial applications. With the molecular formula C38H52Br2N2O4, this compound features a rigid, planar aromatic core functionalized with two bromine atoms and two dodecyl chains, offering unique electronic and solubility properties. Its IUPAC name, 2,9-dibromo-6,13-didodecyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-5,7,12,14-tetrone, reflects its complex polycyclic structure. Ideal for organic electronics, this compound is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistency in photophysical studies, semiconductor research, and material science applications. Store in a cool, dry place, protected from light.

Properties

  • CAS Number: 1444006-57-8
  • Complexity: 929
  • IUPAC Name: 2,9-dibromo-6,13-didodecyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-5,7,12,14-tetrone
  • InChI: InChI=1S/C38H52Br2N2O4/c1-3-5-7-9-11-13-15-17-19-21-23-41-35(43)27-25-30(40)34-32-28(26-29(39)33(31(27)32)37(41)45)36(44)42(38(34)46)24-22-20-18-16-14-12-10-8-6-4-2/h25-26H,3-24H2,1-2H3
  • InChI Key: DADBAPPNAHMIMX-UHFFFAOYSA-N
  • Exact Mass: 760.22733
  • Molecular Formula: C38H52Br2N2O4
  • Molecular Weight: 760.6
  • SMILES: CCCCCCCCCCCCN1C(=O)C2=CC(=C3C4=C2C(=C(C=C4C(=O)N(C3=O)CCCCCCCCCCCC)Br)C1=O)Br
  • Topological: 74.8
  • Monoisotopic Mass: 758.22938
  • Synonyms: 1444006-57-8, 4,9-Dibromo-2,7-didodecylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone, NDI12-2Br, EN300-37153628, Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,4,9-dibromo-2,7-didodecyl-, 2,9-dibromo-6,13-didodecyl-6,13-diazatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1,3,8(16),9,11(15)-pentaene-5,7,12,14-tetrone

Application

This brominated NDI derivative is primarily used in the development of n-type organic semiconductors for thin-film transistors (OFETs) and photovoltaic devices due to its strong electron-accepting properties. Its extended conjugation and bromine substituents facilitate cross-coupling reactions (e.g., Suzuki or Stille) for polymer synthesis. Researchers also exploit its solubility in organic solvents (enhanced by dodecyl chains) for solution-processable electronic materials. Additionally, it serves as a key intermediate in designing redox-active materials for batteries and sensors.

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