2732-25-4 Usage
Description
3-Chloro-9H-carbazole is an organic compound belonging to the carbazole family, characterized by the presence of a chlorine atom at the 3rd position. It is a versatile molecule with various applications in environmental testing, research, and as a chemical standard.
Uses
Used in Environmental Testing and Research:
3-Chloro-9H-carbazole is used as a standard for environmental testing and research, particularly in the analysis and identification of monoto tetra-halogenated carbazoles. Its presence in environmental samples can provide valuable information about the sources, distribution, and potential impacts of these compounds on ecosystems and human health.
Used as an Aryl Hydrocarbon Receptor Agonist:
3-Chloro-9H-carbazole also serves as an aryl hydrocarbon receptor (AhR) agonist, which plays a crucial role in various biological processes. AhR is a transcription factor that, upon activation by ligands like 3-chloro-9H-carbazole, modulates the expression of target genes involved in cellular responses, including cell differentiation, proliferation, and apoptosis. This property makes it a valuable tool for studying the molecular mechanisms underlying AhR-mediated signaling pathways and their implications in various physiological and pathological conditions.
Used for Characterization and Biological Potency of Halogenated Carbazoles:
3-Chloro-9H-carbazole is employed in the characterization and assessment of the biological potency of monoto tetra-halogenated carbazoles. These compounds exhibit a range of biological activities, including cytotoxic, mutagenic, and carcinogenic effects. By using 3-chloro-9H-carbazole as a reference compound, researchers can compare the potency and potential risks associated with other halogenated carbazoles, aiding in the development of safer alternatives or strategies for mitigating their adverse effects.
Check Digit Verification of cas no
The CAS Registry Mumber 2732-25-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,3 and 2 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2732-25:
(6*2)+(5*7)+(4*3)+(3*2)+(2*2)+(1*5)=74
74 % 10 = 4
So 2732-25-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H8ClN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H
2732-25-4Relevant articles and documents
Carbazolyl nitrenium ion: Electron configuration and antiaromaticity assessed by laser flash photolysis, trapping rate constants, product analysis, and computational studies
Winter, Arthur H.,Gibson, Harry H.,Falvey, Daniel E.
, p. 8186 - 8195 (2008/02/13)
(Graph Presented) Laser flash photolysis of 1-(carbazol-9-yl)-2,4,6- trimethylpyridinium tetrafluoroborate generates the carbazolyl nitrenium ion (τ = 333 ns, kobs = 3.0 × 106 M -1S-1) having absorption bands at 570 and 620 nm in CH3CN. The nitrenium ion is found to have reactivity comparable to structurally similar closed-shell diarylnitrenium ions, but spectroscopic evidence favors an open-shell singlet diradical assignment for the observed nitrenium ion. The carbazolyl nitrenium ion is also more reactive than diarylnitrenium ions as a likely result of antiaromatic character. Ab initio and hybrid DFT calculations were performed to address the degree of antiaromaticity in this and similar nitrenium ions through analysis of optimized geometries, nucleus independent chemical shifts, and isodesmic reactions.
Acid-Catalyzed Intermolecular Rearrangement of N-Chlorocarbazole
Rosa, Michael De,Quesada, Andres P.,Dodsworth, David J.
, p. 173 - 175 (2007/10/02)
The chlorination of carbazole with sodium hypochlorite in CH2Cl2, CHCl3, or CCl4 gave N-chlorocarbazole in 63-95percent yield.It rearranged in refluxing methanol to give carbazole, 3-chlorocarbazole, 1-chlorocarbazole, 3,6-dichlorocarbazole, and 1,6-dichlorocarbazole.These chlorocarbazoles were formed in an acid-catalyzed intermolecular reaction.In the presence of potassium carbonate dechlorination of N-chlorocarbazole was observed.No evidence for an intramolecular rearrangement was found.
