NAVIGATION


3-Bromo-9H-carbazole

Catalog Number
ACM1592956
CAS Number
1592-95-6
Product Name
3-Bromo-9H-carbazole
Structure
Category
Organic Light-Emitting Diode (OLED) Materials; Other Electronic Materials
Synonyms
3-BROMO-9H-CARBAZOLE;2-bromo-9H-carbazole;3-BROMOCARBAZOLE
IUPAC Name
3-bromo-9H-carbazole
Molecular Weight
246.1
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
Boiling Point
195 °C
Melting Point
160℃/6mm
Purity
95%+
Density
1.617 g/ml
Appearance
White solid
Application
3-Bromo-9H-carbazole is a white to light yellow solid typically utilized as an intermediate in the production of organic light-emitting diodes (OLEDs) and pharmaceuticals. It is structurally distinct from its isomer, 2-Bromo-9H-carbazole, due to the bromination occurring at the 3-position on the carbazole ring. This specific positioning helps to prevent oxidation into excimers or oligomers, offering stability to its derivatives. As a versatile building block, 3-Bromo-9H-carbazole is essential for synthesizing various compounds, such as 9-Benzyl-3-bromo-9H-carbazole. Its synthesis involves the reaction of 9H-carbazole with N-bromosuccinimide (NBS) in tetrahydrofuran at room temperature.
Complexity
218
Covalently-Bonded Unit Count
1
Exact Mass
244.98401g/mol
Formal Charge
0
Heavy Atom Count
14
MeSH Entry Terms
3-bromocarbazole
Monoisotopic Mass
244.98401g/mol
NSC Number
74389
Rotatable Bond Count
0
XLogP3
4.4
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