3215-41-6

Basic information

• Product Name: 9H-carbazole-3,6-dicarboxylic acid
• CAS NO: 3215-41-6
• Molecular Formula: C₁₄H₉NO₄
• Molecular Weight: 255.2256
• Mol File: 3215-41-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 634.4°C at 760 mmHg
• Flash Point: 337.5°C
• Density: 1.584g/cm³
• Vapor Pressure: 5.74E-17mmHg at 25°C
• Refractive Index: 1.822
• CAS DataBase Reference: 9H-carbazole-3,6-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-carbazole-3,6-dicarboxylic acid(3215-41-6)
• EPA Substance Registry System: 9H-carbazole-3,6-dicarboxylic acid(3215-41-6)

Safety Data

• Hazardous Substances Data: 3215-41-6(Hazardous Substances Data)

Usage

General Description

9H-carbazole-3,6-dicarboxylic acid is a chemical compound that belongs to the family of carbazoles, which comprise a tricyclic structure of two benzene rings fused onto a central pyrrole ring. Known more widely as an intermediate product in organic chemistry, it is often used in the synthesis of other more complex compounds. Like other carbazoles, it may possess various properties like fluorescence which is helpful in certain scientific and industrial applications. However, its exact physical and chemical properties, safety, and potential uses may vary widely and are dependent on factors such as its specific molecular structure and the presence of any additional functional groups.

Upstream product

• 86-74-8 9H-carbazole 
• 545-06-2 trichloroacetonitrile 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 53156-95-9 3,6-bis-(2-carboxy-benzoyl)-carbazole 
• 859084-74-5 2,2'-(carbazole-3,6-dicarbonyl)-di-benzoic acid diethyl ester 
• 78901-33-4 3,6-dibenzoylcarbazole 
• 57103-03-4 9H-carbazole-3,6-dicarbonitrile 
• 7440-44-0 pyrographite 

Downstream Products

• 855178-77-7 9-(2-nitro-phenyl)-carbazole-3,6-dicarboxylic acid diethyl ester 
• 855178-81-3 9-(2-amino-phenyl)-carbazole-3,6-dicarboxylic acid diethyl ester 

Relevant articles and documents

A nitrophenyl-carbazole based push-pull linker as a building block for non-linear optical active coordination polymers: A structural and photophysical study

Non-linear optical effects (NLO) such as multi-photon absorption, second harmonic generation (SHG) etc. have a wide range of applications. Nevertheless, the performance of many NLO-active organic dyes is limited by their thermal stability and photobleaching. These problems can be overcome by integrating the dyes into coordination polymers or metal-organic frameworks. Here, we present a structural and photophysical study of dipropyl-9-(4-nitrophenyl)-carbazole-3,6-dicarboxylate, a new “push-pull” organic dye molecule designed as a chromophore linker for NLO-active coordination polymers. Structure determination of a single-crystal showed that it crystallizes in a monoclinic crystal system P 21/c. The solvated chromophore exhibits two aromatic absorption bands at 250 nm and 275 nm as well as broad long wavelength band at 350 nm, which we assign to an intramolecular charge transfer state. Photoluminescence measurements in solvents of different polarities revealed two main effects: In nonpolar solvents, the spectrum shows an emission band at 360 nm, whereas in solvents with a higher polarity, the emission maximum broadens and redshifts. Solid-state emission measurement of sample powder exhibits an emission band at 520 nm which is redshifted compared to the measurements in solution, due to excimer formation in the solid-state. The optical as well as solvation-related properties of the investigated pigment render it to be a versatile ligand in coordination polymers.

Methane Storage in Paddlewheel-Based Porous Coordination Cages

Although gas adsorption properties of extended three-dimensional metal-organic materials have been widely studied, they remain relatively unexplored in porous molecular systems. This is particularly the case for porous coordination cages for which surface areas are typically not reported. Herein, we report the synthesis, characterization, activation, and gas adsorption properties of a family of carbazole-based cages. The chromium analog displays a coordination cage record BET (Brunauer-Emmett-Teller) surface area of 1235 m2/g. With precise synthesis and activation procedures, two previously reported cages similarly display high surface areas. The materials exhibit high methane adsorption capacities at 65 bar with the chromium(II) cage displaying CH4 capacities of 194 cm3/g and 148 cm3/cm3. This high uptake is a result of optimal pore design, which was confirmed via powder neutron diffraction experiments.

Bis basic substituted polycyclic aromatic compounds. A new class of antiviral agents. 8. Bis basic derivatives of carbazole, dibenzofuran, and dibenzothiophene

A series of bisalkamine esters, bis-basic ethers, and bis-basic ketones of carbazole, N-ethylcarbazole, dibenzofuran, and dibenzothiophene was synthesized and evaluated for antiviral activity. The series also induced two bis-basic alkanes of N-ethylcarbazole and one bis-basic carboxamide of dibenzofuran. Structure-activity relationships indicated that within the carbazole and N-ethylcarbazole series the bisalkamine esters gave the most active derivatives while the bis-basic ketone derivatives of dibenzofuran and dibenzothiophene afforded the more potent compounds within the respective series. The [6,5,6] heterocyclic nuclei were compared with [6,5,6] aromatic nuclei (fluorene and fluoren-9-one) including tilorone with respect to antiviral activity against encephalomyocarditis (EMC) virus. Maximum activity was associated with the bis-basic ketone side chain and fluoren-9-one nucleus.