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Atomfair 3-Bromo-9-(2-naphthyl)carbazole C22H14BrN CAS 934545-80-9

3-Bromo-9-(2-naphthyl)carbazole (CAS No. 934545-80-9) is a high-purity organic compound with the molecular formula C22H14BrN. This brominated carbazole derivative features a naphthyl substituent at the 9-position, making it a valuable building block for advanced materials research. The compound is supplied as a crystalline solid with typical purity ≥95% (HPLC), and is characterized by its excellent thermal and photochemical stability. Its unique structure enables π-π stacking interactions, making it particularly useful in the development of organic semiconductors, OLED materials, and other optoelectronic applications. Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability. Key specifications include: Molecular Weight: 372.26 g/mol…

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Description

3-Bromo-9-(2-naphthyl)carbazole (CAS No. 934545-80-9) is a high-purity organic compound with the molecular formula C22H14BrN. This brominated carbazole derivative features a naphthyl substituent at the 9-position, making it a valuable building block for advanced materials research. The compound is supplied as a crystalline solid with typical purity ≥95% (HPLC), and is characterized by its excellent thermal and photochemical stability. Its unique structure enables π-π stacking interactions, making it particularly useful in the development of organic semiconductors, OLED materials, and other optoelectronic applications. Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability.

Key specifications include:

  • Molecular Weight: 372.26 g/mol
  • Appearance: White to off-white crystalline powder
  • Melting Point: 180-185°C (lit.)
  • Solubility: Soluble in THF, DCM, DMF; slightly soluble in toluene

Properties

  • CAS Number: 934545-80-9
  • Complexity: 451
  • IUPAC Name: 3-bromo-9-(2-naphthyl)carbazole
  • InChI: InChI=1S/C22H14BrN/c23-17-10-12-22-20(14-17)19-7-3-4-8-21(19)24(22)18-11-9-15-5-1-2-6-16(15)13-18/h1-14H
  • InChI Key: MBGUQKKYEOAENA-UHFFFAOYSA-N
  • Exact Mass: 371.03096
  • Molecular Formula: C22H14BrN
  • Molecular Weight: 372.3
  • SMILES: C1=CC=C2C=C(C=CC2=C1)N3C4=C(C=C(C=C4)Br)C5=CC=CC=C53
  • Topological: 4.9
  • Monoisotopic Mass: 371.03096
  • Synonyms: 934545-80-9, 3-Bromo-9-(2-naphthyl)carbazole, 810-970-4, 3-Bromo-9-(naphthalen-2-yl)-9H-carbazole, 9-(2-Naphthyl)-3-bromocarbazole, 3-bromo-9-naphthalen-2-ylcarbazole, 3-bromo-9-(2-naphthalenyl)-9H-Carbazole, MFCD26127422, C22H14BrN, SCHEMBL12698790, AKOS024259282, SB66404, AC-37670, AS-10379, DB-242977, B5028, CS-0155874, F15486

Application

3-Bromo-9-(2-naphthyl)carbazole serves as a crucial intermediate in the synthesis of advanced organic electronic materials. Researchers utilize this compound as a hole-transporting moiety in OLED device fabrication due to its excellent charge carrier mobility. The bromine substituent enables further functionalization through cross-coupling reactions for creating more complex molecular architectures. In materials science, it’s employed as a building block for constructing conjugated polymers with tailored optoelectronic properties. The rigid carbazole-naphthyl structure contributes to enhanced thermal stability in resulting materials.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

  • P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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Certain molecules may be protected by active patents or regulatory restrictions.

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  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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