3244-54-0

Basic information

• Product Name: 3,6-DINITRO-9H-CARBAZOLE
• Synonyms: 3,6-DINITRO-9H-CARBAZOLE;3,6-DINITROCARBAZOLE
• CAS NO: 3244-54-0
• Molecular Formula: C₁₂H₇N₃O₄
• Molecular Weight: 257.20168
• EINECS: 221-814-4
• Mol File: 3244-54-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 365-367 °C
• Boiling Point: 537.2°Cat760mmHg
• Flash Point: 278.7°C
• Appearance: /
• Density: 1.61g/cm³
• Vapor Pressure: 4.54E-11mmHg at 25°C
• Refractive Index: 1.819
• PKA: 13.43±0.30(Predicted)
• CAS DataBase Reference: 3,6-DINITRO-9H-CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DINITRO-9H-CARBAZOLE(3244-54-0)
• EPA Substance Registry System: 3,6-DINITRO-9H-CARBAZOLE(3244-54-0)

Safety Data

• Hazardous Substances Data: 3244-54-0(Hazardous Substances Data)

Usage

General Description

3,6-DINITRO-9H-CARBAZOLE is a chemical compound with the molecular formula C12H6N4O4. It is a yellow crystalline solid that is primarily used as a precursor in the production of dyes and pigments, as well as in the manufacturing of certain explosives and pharmaceuticals. 3,6-DINITRO-9H-CARBAZOLE is known for its high thermal stability and is used in a variety of industrial applications due to its photoconductive properties. It is also being studied for its potential use in organic light-emitting diodes (OLEDs) and photovoltaic devices due to its strong electron-accepting capabilities. However, it is important to handle this chemical with care as it is toxic and potentially harmful if ingested or inhaled.

InChI:InChI=1/C12H7N3O4/c16-14(17)7-1-3-11-9(5-7)10-6-8(15(18)19)2-4-12(10)13-11/h1-6,13H

Upstream product

• 3077-85-8 3-Nitro-carbazol 
• 86-74-8 9H-carbazole 
• 574-39-0 9-acetylcarbazole 
• 5393-41-9 3-nitro-9-nitroso-carbazole 
• 2788-23-0 9-nitroso-9H-carbazole 
• 7697-37-2 nitric acid 
• 71-43-2 benzene 
• 64-19-7 acetic acid 

Downstream Products

• 84708-90-7 3,6-diamino-9-(N-phthalyl-DL-phenylalanyl)carbazole 
• 50717-02-7 N-ethyl-3,6-diamino-carbazole 
• 1246212-61-2 C₃₅H₂₆Cl₂N₅O₆^(1-)*K⁽¹⁺⁾ 
• 1246212-53-2 C₂₈H₁₉Cl₂N₄O₆^(1-)*K⁽¹⁺⁾ 
• 1246212-60-1 C₃₇H₂₉Cl₂N₅O₈ 
• 1246212-52-1 C₃₀H₂₂Cl₂N₄O₈ 
• 1246212-57-6 C₃₃H₂₁Cl₂N₄O₆^(1-)*K⁽¹⁺⁾ 
• 1246212-56-5 C₃₅H₂₄Cl₂N₄O₈ 
• 1246212-62-3 C₃₆H₃₁N₅O₆ 
• 1246212-54-3 C₂₉H₂₄N₄O₆ 
• 1246212-58-7 C₃₄H₂₆N₄O₆ 
• 1246212-63-4 C₂₉H₂₅N₅O₆ 
• 1246212-55-4 C₂₂H₁₈N₄O₆ 
• 1246212-59-8 C₂₇H₂₀N₄O₆ 

Relevant articles and documents

Synthesis and memory characteristics of novel soluble polyimides based on asymmetrical diamines containing carbazole

Two novel asymmetrical carbazole-based diamines 9-(2-(1,1′-binaphthyl-4-yl)benzyl)-9H-carbazole-3,6-diamine (BNBCD) and 9-((4′-(9H-carbazol-9-yl)biphenyl-2-yl)methyl-9H-carbazole-3,6-diamine (CBMCD) were synthesized. A series of novel soluble aromatic polyimides were prepared from these diamines by poly-condensation with Pyromelitic dianhydride (PMDA) and 2,2′,3,3′-biphenyl tetracarboxylic dianhydride (BPDA) via a two-step procedure. The resulting polymers were fully characterized, they exhibited excellent organosolubility and high thermal stability with the temperature of 5% weight loss under nitrogen atmosphere over 400°C. Resistive switching devices with the configuration of Al/polymer/ITO were constructed from these polyimides by using conventional solution coating process. The memory devices based on PI-a, PI-b and PI-c exhibited a flash type memory capability, whereas the PI-d presented a write once read many times (WORM) memory capability.

Disubstituted 1,8-dipyrazolcarbazole derivatives as a new type of c-myc G-quadruplex binding ligands

A series of 1,8-dipyrazolcarbazole (DPC) derivatives (6a-6d, 7a-7d) designed as G-quadruplex ligands have been synthesized and characterized. The FRET-melting and SPR results showed that the DPC derivatives could well recognize G-quadruplex with strong discrimination against the duplex DNA. In addition, the DPC derivatives showed much stronger stabilization activities and binding affinities for c-myc G-quadruplex rather than telomeric G-quadruplex. Therefore, their interactions with c-myc G-quadruplex were further explored by means of CD spectroscopy, PCR-stop assay, and molecular modeling. In cellular studies, all compounds showed strong cytotoxicity against cancer cells, while weak cytotoxicity towards normal cells. RT-PCR assay showed that compound 7b could down-regulate c-myc gene expression in Ramos cell line, while had no effect on c-myc expression in CA46 cell line with NHE III1 element removed, indicating its effective binding with G-quadruplex on c-myc oncogene in vivo.

Carbazole triamine derivative and preparation method and application thereof

The invention discloses a carbazole triamine derivative and a preparation method thereof. The carbazole triamine derivative has a structure shown in the following formula. The preparation method of the carbazole triamine derivative is easy to operate, raw materials are easy to obtain, the price is low, the purity is extremely high, and the reaction yield is very high; the carbazole triamine derivative prepared by the method has wide application prospects in the fields of medicine, biology, luminescent materials and the like.

Carbazole as Linker for Dinuclear Gadolinium-Based MRI Contrast Agents

Ligands able to complex two gadolinium ions have been synthesized and characterized in view of the ability of the complexes to increase the spin relaxation of water protons. All ligands are based on the heptadentate diethylenetriaminetetraacetic acid (DTTA) chelator and carbazole as a rigid linker. Depending on the derivatization on the nitrogen atom of the five-membered ring, the compounds form small aggregates in aqueous solution, self-assemble to form micelles or bind to human serum albumin. In all cases, this leads to a marked increase in 1H relaxivity at nuclear Larmor frequencies between 20 and 60 MHz. Water exchange on the gadolinium ions as measured by 17O NMR relaxation is fast enough not to limit relaxivity. 1H nuclear magnetic relaxation dispersion profiles were also measured and analyzed using Solomon–Bloembergen–Morgan theory including Lipari–Szabo treatment to include internal motion or anisotropic rotation.