259004

Sigma-Aldrich

3,6-Dibromocarbazole

97%

Empirical Formula (Hill Notation):
C12H7Br2N
CAS Number:
Molecular Weight:
325.00
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

204-206 °C (lit.)

SMILES string

Brc1ccc2nHc3ccc(Br)cc3c2c1

InChI

1S/C12H7Br2N/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6,15H

InChI key

FIHILUSWISKVSR-UHFFFAOYSA-N

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General description

Lithiation of 3,6-dibromocarbazole with n-butyllithium has been studied.

Application

3,6-Dibromocarbazole has been used in the preparation of N-(2-hydroxyethyl)-3,6-dibromocarbazole.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-37/39

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

A useful procedure for diiodination of carbazoles and subsequent efficient transformation to novel 3, 6-bis (triethoxysilyl) carbazoles giving mesoporous materials.
Maegawa Y, et al.
Tetrahedron Letters, 47(39), 6957-6960 (2006)
New NLO stilbene derivatives bearing phosphonate ester electron-withdrawing groups.
Belfield KD, et al.
Tetrahedron Letters, 38(35), 6131-6134 (1997)
Yanqiu Chen et al.
Environmental pollution (Barking, Essex : 1987), 232, 264-273 (2017-09-28)
Polyhalogenated carbazoles (PHCs) are a class of emerging organic contaminants that have received increasing concern due to their widespread distribution and dioxin-like toxicity. Although previous studies have suggested possible natural sources of PHCs in the environment, the formation pathways are...
Yong Qiu et al.
Bulletin of environmental contamination and toxicology, 103(1), 41-47 (2019-05-23)
Polyhalogenated carbazoles (PHCZs) have recently emerged as a group of halogenated pollutants with broad occurrences and bioaccumulation potential in aquatic systems. However, investigations on their occurrences in coastal waters remain very limited. In the present study we investigated PHCZs in...
Kai Wang et al.
Nanomaterials (Basel, Switzerland), 9(7) (2019-07-03)
Hole transport materials are indispensable to high efficiency perovskite solar cells. Two new hole transporting materials (HTMs), named 4,4'-(9-nonyl-9H-carbazole-3,6-diyl)bis (N,N-bis(4-methoxyphenyl)aniline) (CZTPA-1) and 4,4'-(9-methyl-9H-carbazole-3,6-diyl)bis (N,N-bis(4-methoxyphenyl)aniline)(CZTPA-2), were developed by different alkyl substitution methods. The two compounds, containing a carbazole core and triphenylamine...

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