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2,7-Dibromocarbazole

Catalog Number
ACM136630392-2
CAS Number
136630-39-2
Product Name
2,7-Dibromocarbazole
Structure
Category
Small Molecule Semiconductor Building Blocks; Electroluminescence Materials; Polymers
Synonyms
2,7-Dibromocarbazole fandachem
Description
2,7-Dibromo-9H-Carbazole is a marine derived natural products found in Kyrtuthrix maculans.
IUPAC Name
2,7-Dibromo-9H-carbazole
Molecular Weight
325
Molecular Formula
C12H7Br2N
Canonical SMILES
C1=CC2=C(C=C1Br)NC3=C2C=CC(=C3)Br
InChI
InChI=1S/C12H7Br2N/c13-7-1-3-9-10-4-2-8(14)6-12(10)15-11(9)5-7/h1-6,15H
InChI Key
QPTWWBLGJZWRAV-UHFFFAOYSA-N
Boiling Point
459.0±25.0 °C (lit.)
Melting Point
230-234 °C
Purity
95%+
Density
1.930±0.06 g/cm³
Appearance
White to light yellow powder to crystal
Application
2,7-Dibromocarbazole, a white to light yellow powder or crystals known as 2,7-dibromo-9H-carbazole, serves as a key building block in the synthesis of small molecules within the carbazole series, as well as carbazole-based polymers. These materials are crucial for applications in organic electronic devices such as organic field-effect transistors (OFETs), organic light-emitting diodes (OLEDs), polymer light-emitting diodes (PLEDs), and organic photovoltaics (OPVs). Notably, 2,7-dibromocarbazole is used to produce PCDTBT, a renowned polymer semiconductor employed in polymer solar cells. Furthermore, it allows for the modification of solubility in carbazole compounds, exemplified by its role in synthesizing 2,7-dibromo-9-heptadecanylcarbazole.
Storage
Room temperature
Complexity
222
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Exact Mass
324.89247
Formal Charge
0
Heavy Atom Count
15
Monoisotopic Mass
322.89452
Rotatable Bond Count
0
Storage Conditions
Powder: -20°C for 3 years
In solvent: -80°C for 2 years
Topological Polar Surface Area
15.8 Ų
XLogP3
4.8
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