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259004

Sigma-Aldrich

3,6-Dibromocarbazole

97%

Synonym(s):

3,6-Dibromo-9-H-carbazole, 3,6-Dibromo-9H-carbazole

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About This Item

Empirical Formula (Hill Notation):
C12H7Br2N
CAS Number:
6825-20-3
Molecular Weight:
325.00
MDL number:
MFCD00004961
UNSPSC Code:
12352100
PubChem Substance ID:
24855676
NACRES:
NA.22

assay

97%

form

powder

mp

204-206 °C (lit.)

SMILES string

Brc1ccc2[nH]c3ccc(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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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