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
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
Safety
- HS Code
- 2933.99.8290
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.
N-Bromosuccinimide Price
- 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
- 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
- Product number
- I706455
- Product name
- Indolo[2,3-a]carbazole
- Packaging
- 5mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- I706455
- Product name
- Indolo[2,3-a]carbazole
- Packaging
- 25mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FD148295
- Product name
- 11,12-Dihydroindolo[2,3-a]carbazole
- Packaging
- 25mg
- Price
- $61
- Updated
- 2021/12/16
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
- 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
- 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
- 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