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

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

Qingdao Xinli Technology Development 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%
Supply Ability: 20 tons
Release date: 2024-07-19

Zibo Hangyu Biotechnology Development Co., Ltd

Product: 11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE 60511-85-5
Price: US $100.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 TONS
Release date: 2023-09-14

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

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