• 1246669-45-3 9-Phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole - AMI Scientific
  • 1246669-45-3 9-Phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole - AMI Scientific
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TCI

CAS 1246669-45-3

9-Phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole TCI P2364

9-Phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole TCI P2364

Chemical Identity

CAS No.
1246669-45-3
PubChem
CID 59858738·SID 354334000
Formula
C24H24BNO2
Molecular weight
369.3 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
9-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4=CC=CC=C4N3C5=CC=CC=C5
InChIKey
WUXIRZBTTICLCG-UHFFFAOYSA-N
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TCI P2364 9-Phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole is an organoboron reagent. It carries a single pinacol boronate ester group at the 2-position of a 9-phenylcarbazole core. Because it has only one reactive site, it is used to attach a 9-phenylcarbazol-2-yl unit to another molecule through Suzuki–Miyaura cross-coupling. In the laboratory, this reagent serves as a building block for small carbazole-based molecules used in OLED research, hole-transport materials, and functional optoelectronic materials. It gives synthetic chemists a direct and predictable way to add the carbazole motif to a target structure.

Researchers choose this reagent mainly because substitution at the 2-position creates a different conjugation pattern from the more common 3-position substitution. Conjugation through the 2-position runs para to the C–N bond, which offers another way to tune the electronic properties and triplet energy of the final molecule. The pinacol boronate ester is stable and easy to weigh, and it can be purified by chromatography, which makes routine handling and reaction set-up simpler. The phenyl group on the nitrogen improves solubility and helps the morphological stability of the resulting materials. Together, these features make it a dependable coupling partner for materials synthesis.

For materials chemistry and organic chemistry laboratories in Indonesia, this reagent is a practical choice when designing host materials, TADF emitters, or hole-transport materials that need a specific carbazole isomer. University research groups, postgraduate thesis projects, and applied research teams working on organic electronics can use it to build defined carbazole-containing structures. They can then compare 2-substituted isomers with their 3-substituted counterparts and study how the change in conjugation pathway affects device-relevant properties.

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Related TCI products

  • Suzuki–Miyaura cross-coupling: the single pinacol boronate ester group lets chemists attach exactly one 9-phenylcarbazol-2-yl unit to aryl halide partners in a controlled way.
  • OLED host material synthesis: substitution at the 2-position changes the conjugation pathway, which helps researchers adjust the triplet energy that host materials need.
  • TADF emitter design: adding the carbazole unit through the 2-position gives another route to tuning the electronic properties of donor fragments in thermally activated delayed fluorescence molecules.
  • Hole-transport material development: carbazole cores are widely used in hole-transport structures, and the N-phenyl group supports solubility and morphological stability of the final material.
  • Isomer comparison studies: researchers can use this 2-substituted reagent alongside 3-substituted analogues to study how the conjugation position affects electronic behaviour in carbazole-based molecules.

Brand TCI (product code P2364)
CAS number 1246669-45-3
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes see the pack size options listed on this product page
Physical form refer to the TCI product label and Safety Data Sheet
Storage follow the storage conditions stated on the TCI label and Safety Data Sheet

Keep this reagent in its original, tightly closed manufacturer container. Store it in a cool, dry, well-ventilated area away from moisture, strong oxidizing agents, and direct sunlight, and follow the specific conditions stated on the TCI label and Safety Data Sheet. Boronate esters should be protected from long exposure to humid air, so reseal the container promptly after each use. Handle the material in a fume hood. Wear suitable personal protective equipment, including a lab coat, safety glasses, and chemical-resistant gloves. Avoid creating dust or inhaling it. Use clean, dry spatulas and glassware to prevent contamination. Dispose of residues and contaminated materials according to local regulations and your institution's chemical waste procedures.

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