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

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
Molecular Weight:
256.3
MDL Number:
MFCD07371389
MOL File:
60511-85-5.mol
MSDS File:
SDS
Last updated:2024-07-19 18:29:52

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

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
HS Code  2933.99.8290

11,12-Dihydroindolo[2,3-a]carbazole price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical D4803 11,12-Dihydroindolo[2,3-a]carbazole >98.0%(HPLC)(N) 60511-85-5 1g $99 2024-03-01 Buy
TCI Chemical D4803 11,12-Dihydroindolo[2,3-a]carbazole >98.0%(HPLC)(N) 60511-85-5 200mg $35 2024-03-01 Buy
TRC I706455 Indolo[2,3-a]carbazole 60511-85-5 5mg $60 2021-12-16 Buy
TRC I706455 Indolo[2,3-a]carbazole 60511-85-5 25mg $75 2021-12-16 Buy
Biosynth Carbosynth FD148295 11,12-Dihydroindolo[2,3-a]carbazole 60511-85-5 25mg $61 2021-12-16 Buy
Product number Packaging Price Buy
D4803 1g $99 Buy
D4803 200mg $35 Buy
I706455 5mg $60 Buy
I706455 25mg $75 Buy
FD148295 25mg $61 Buy

11,12-Dihydroindolo[2,3-a]carbazole Chemical Properties,Uses,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%
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE

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.

59-88-1
765-87-7
60511-85-5
Synthesis of 11,12-Dihydroindolo[2,3-a]carbazole from Phenylhydrazine hydrochloride and 1,2-Cyclohexanedione
Global( 240)Suppliers
Supplier Tel Email Country ProdList Advantage
Zibo Hangyu Biotechnology Development Co., Ltd 		+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 10986 58
Jiangsu Nata Opto-electronic Material Co.,Ltd.
+86-0512-62520998 +86-15030927757 gaoym@natachem.com China 229 58
Hebei Xinsheng New Material Technology Co., LTD. 		+86-16632316109 xinshengkeji@xsmaterial.com China 1085 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20284 58
Qingdao Xinli Technology Development Co., Ltd. 		+8616632313095 xinlikeji01@qdxlchem.com China 124 58
Springchem New Material Technology Co.,Limited 		+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
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View Lastest Price from 11,12-Dihydroindolo[2,3-a]carbazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE pictures 2024-12-17 11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE
60511-85-5
 US $0.00-0.00 / KG 1KG 0.99 500kg XINXIANG RUNYU MATERIAL CO., LTD.
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE pictures 2024-10-12 11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE
60511-85-5
 US $0.00-0.00 / kg 1kg 99% 20 tons Qingdao Xinli Technology Development Co., Ltd.
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE pictures 2024-08-27 11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE
60511-85-5
 US $100.00 / KG 1KG 99% 20 TONS Zibo Hangyu Biotechnology Development Co., Ltd
11,12-DIHYRDOINDOLO[2,3-A]CARBAZOLE INDOLO[2,3-A]CARBAZOLE Indolo[2,3-alpha]carbazole Indolo[2,3-a]carbazole, 11,12-dihydro- indolo[2,3-α]carbazole 11,12-Dihydroindolo[2,3-a]carbazol 11,12-dihydro-indolo[3,2-a]carbazole 11,12-Dihydroindolo[2,3-a]carbazole ioindolo[2,3-a]carbazole 12-DIHYRDOINDOLO[2 3-A]CARBAZOLE dihydroindolo[2,3-a]carbazole 11,12-Dihydroin 9,9-dimethyl-10-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-9,10-dihydroacridine 11H,12H-Indolo[2,3-a]carbazole 11,12-Dihydro-11,12-diaza-indeno[2,1-a]fluorene 11,12-Dihydroindolo[2,3-a]carbazole> 11,12-Dihydroindolo[2,3-a]carbazole 11,12-dihydroindolo carbazole 11,12-dihydroindolo[2,3-a]carbazo 11,12-Dihydro-1,1-[1,1`:3`,1``-terphenyl]-3-yl-Indolo[2,3-a]cabazole 60511-85-5 2166116-64-1