ChemicalBook > CAS DataBase List > 11,12-Dihydroindolo[2,3-a]carbazole

11,12-Dihydroindolo[2,3-a]carbazole

Product Name
11,12-Dihydroindolo[2,3-a]carbazole
CAS No.
60511-85-5
Chemical Name
11,12-Dihydroindolo[2,3-a]carbazole
Synonyms
11,12-Dihydroindolo[2,3-a]carbazole;3-A]CARBAZOLE;11,12-Dihydroin;12-DIHYRDOINDOLO[2;indolo[2,3-α]carbazole;INDOLO[2,3-A]CARBAZOLE;ioindolo[2,3-a]carbazole;Indolo[2,3-alpha]carbazole;dihydroindolo[2,3-a]carbazole;11,12-dihydroindolo carbazole
CBNumber
CB8280563
Molecular Formula
C18H12N2
Formula Weight
256.3
MOL File
60511-85-5.mol
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11,12-Dihydroindolo[2,3-a]carbazole Property

Melting point:
371°C(lit.)
Boiling point:
569.8±23.0 °C(Predicted)
Density 
1.404±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
16.70±0.30(Predicted)
color 
White to Light yellow
λmax
357nm(EtOH)(lit.)
InChI
InChI=1S/C18H12N2/c1-3-7-15-11(5-1)13-9-10-14-12-6-2-4-8-16(12)20-18(14)17(13)19-15/h1-10,19-20H
InChIKey
NSNKTSSANPWFJA-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC=C2)C2=C1C1NC3=C(C=1C=C2)C=CC=C3
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Safety

HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
D4803
Product name
11,12-Dihydroindolo[2,3-a]carbazole
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$99
Updated
2024/03/01
TCI Chemical
Product number
D4803
Product name
11,12-Dihydroindolo[2,3-a]carbazole
Purity
>98.0%(HPLC)(N)
Packaging
200mg
Price
$35
Updated
2024/03/01
TRC
Product number
I706455
Product name
Indolo[2,3-a]carbazole
Packaging
5mg
Price
$60
Updated
2021/12/16
TRC
Product number
I706455
Product name
Indolo[2,3-a]carbazole
Packaging
25mg
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD148295
Product name
11,12-Dihydroindolo[2,3-a]carbazole
Packaging
25mg
Price
$61
Updated
2021/12/16
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11,12-Dihydroindolo[2,3-a]carbazole Chemical Properties,Usage,Production

Chemical Properties

Flash Point:269.9±13.9 °C

Uses

11,12-Dihydroindolo[2,3-a]carbazole is an isomer of indole[3,2-b]carbazole. 11,12-Dihydroindolo[2,3-a]carbazole derivatives have good planarity, high thermal stability, and excellent photophysical properties. As an optoelectronic material, it is often used to synthesize TADF-OLED body and emission layer materials and as a pharmaceutical intermediate to synthesize anticancer drugs[1-3]. Chemical sensors based on indole[2,3-a]carbazole can be used to detect Cu2+ and Fe3+ in environmental and biological systems simultaneously[4]. Compared to other metal ions, the sensor has specificity and high sensitivity for the detection of Cu2+ and Fe3+ ions. For Cu2+ and Fe3+ ions, detection limits are as low as 2.93×10 -7 M and 4.10×10 -7 M.

Preparation

1,2-cyclohexanedione (1 g, 8.93 mmol) and phenylhydrazine hydrochloride (3.86 g, 26.78 mmol) were added to the reactor. Nitrogen is flushed into the flask, followed by 20 mL of acetic acid. After stirring and refluxing for 24 hours, the mixture is cooled to room temperature. The reaction mixture is slowly poured into ice water and stirred to precipitate a large amount of yellow solids. It is then filtered, washed with pure water, and dried. After purification, 11,12-Dihydroindolo[2,3-a]carbazole was obtained. Yield=95.6%

benefits

11,12-Dihydroindolo[2,3-a]carbazole could used as a donor unit. The electron-rich carbazole and indole units are contained in the plane donor, which helps to increase the electron-donating ability and hole-transporting ability.

References

[1] Tian J, et al. Synthesis and thermal, electrochemical, photophysical properties of novel symmetric/asymmetric indolo[2,3-a]carbazole derivatives bearing different aryl substituents. Tetrahedron, 2016; 73: 230-238.
[2] Zenkov R, et al. Indolo[2,3- a ]carbazoles: diversity, biological properties, application in antitumor therapy. Chemistry of Heterocyclic Compounds, 2020; 56: 644–658.
[3] Yang S, et al. Synthesis and characterization of novel butterfly-shaped aryl-substituted indolo[2,3-a]carbazole derivatives. Tetrahedron Letters, 2015; 56: 2223-2227.
[4] Chen ;Z, et al. A simple indolo[2,3-a]carbazole based colorimetric chemosensor for simultaneous detection of Cu2+ and Fe3+ ions. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2020; 234: 118236.

11,12-Dihydroindolo[2,3-a]carbazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 11,12-Dihydroindolo[2,3-a]carbazole manufacturers

Henan Fengda Chemical Co., Ltd
Product
11,12-Dihydroindolo[2,3-a]carbazole 60511-85-5
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-23
Hebei Xinsheng New Material Technology Co., LTD.
Product
11,12-Dihydroindolo[2,3-a]carbazole 60511-85-5
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-10-11
Hebei Xinsheng New Material Technology Co., LTD.
Product
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE 60511-85-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
30000 Kg
Release date
2023-12-13

60511-85-5, 11,12-Dihydroindolo[2,3-a]carbazoleRelated Search:


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