CAS 1592-95-6 3-Bromocarbazole - Materials / Alfa Chemistry

NAVIGATION

3-Bromocarbazole

PRICE INQUIRY

Catalog Number

ACM1592956-1

CAS Number

1592-95-6

Product Name

3-Bromocarbazole

Structure

Category

Small Molecule Semiconductor Building Blocks; Electroluminescence Materials

IUPAC Name

3-bromo-9H-carbazole

Molecular Weight

246.1g/mol

Molecular Formula

C12H8BrN

Canonical SMILES

C1=CC=C2C(=C1)C3=C(N2)C=CC(=C3)Br

InChI

InChI=1S/C12H8BrN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H

InChI Key

LTBWKAYPXIIVPC-UHFFFAOYSA-N

Application

3-Bromocarbazole is a white to light yellow solid that serves as a crucial intermediate for the development of organic light-emitting diodes (OLEDs) and pharmaceuticals. Structurally, it is a mono-brominated derivative of 9H-carbazole, with the bromine atom positioned at the 3-position, distinguishing it as an isomer of 2-Bromo-9H-carbazole. This specific bromination pattern helps in minimizing oxidation to undesirable excimers or oligomers, enhancing its stability and functionality in downstream applications. As a versatile building block, 3-Bromocarbazole is instrumental in the synthesis of a variety of compounds, including 9-Benzyl-3-bromo-9H-carbazole. The preparation of 3-Bromocarbazole typically involves the reaction of 9H-carbazole with N-bromosuccinimide (NBS) in tetrahydrofuran at room temperature, demonstrating its straightforward synthesis and utility in advanced material and pharmaceutical research.

Complexity

218

Covalently-Bonded Unit Count

Exact Mass

244.98401g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

3-bromocarbazole

Monoisotopic Mass

244.98401g/mol

NSC Number