4539-51-9

Basic information

• Product Name: 2-AMINOCARBAZOLE
• Synonyms: 2-AMINOCARBAZOLE;9H-Carbazol-2-amine
• CAS NO: 4539-51-9
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.22
• Mol File: 4539-51-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 238-239 °C
• Boiling Point: 440.8 °C at 760 mmHg
• Flash Point: 250.6 °C
• Appearance: /
• Density: 1.317 g/cm³
• Vapor Pressure: 5.75E-08mmHg at 25°C
• Refractive Index: 1.827
• PKA: 17.34±0.30(Predicted)
• CAS DataBase Reference: 2-AMINOCARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINOCARBAZOLE(4539-51-9)
• EPA Substance Registry System: 2-AMINOCARBAZOLE(4539-51-9)

Safety Data

• Hazardous Substances Data: 4539-51-9(Hazardous Substances Data)

Usage

Description

2-Aminocarbazole, a chemical compound with the molecular formula C12H10N2, is a derivative of carbazole. It is recognized for its fluorescent properties and is utilized in various industrial applications, including the production of fluorescent dyes and pigments. Furthermore, it plays a role in the synthesis of pharmaceuticals and serves as a reagent in organic chemistry. 2-AMINOCARBAZOLE has also garnered interest for its potential as an anti-cancer agent, showing promise in inhibiting the growth of cancer cells.

Uses

Used in Fluorescent Dyes and Pigments Industry:
2-Aminocarbazole is used as a fluorescent dye and pigment due to its inherent fluorescent properties, which make it suitable for applications requiring light emission or detection.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-aminocarbazole is utilized as a key intermediate in the synthesis of various drugs, contributing to the development of new medicinal compounds.
Used in Organic Chemistry as a Reagent:
As a reagent in organic chemistry, 2-aminocarbazole aids in various chemical reactions, facilitating the synthesis of complex organic molecules.
Used in Anti-Cancer Research:
2-Aminocarbazole is studied for its potential as an anti-cancer agent, with research indicating its ability to inhibit the growth of cancer cells, making it a promising candidate for further investigation and development in oncology.

InChI:InChI=1/C12H10N2/c13-8-5-6-10-9-3-1-2-4-11(9)14-12(10)7-8/h1-7,14H,13H2

Upstream product

• 77229-02-8 2,9-diacetylcarbazole oxime 
• 77229-05-1 2-acetylamino-9-acetylcarbazole 
• 492-17-1 2,4'-diaminobiphenyl 
• 574-39-0 9-acetylcarbazole 
• 870703-52-9 9H-carbazol-2-yl trifluoromethanesulfonate 
• 86-79-3 2-hydroxycarbazole 
• 91565-73-0 2,3,4,9-tetrahydro-1H-carbazol-7-amine 
• 3920-69-2 7-nitro-1,2,3,4-tetrahydro-9H-carbazole 
• 39180-36-4 methyl 2-nitro[1,1'-biphenyl]-4-carboxylate 
• 14719-83-6 methyl 3-nitro-4-chlorobenzoate 
• 51094-28-1 9H-carbazole-2-carboxylic acid 
• 26000-33-9 methyl 9H-carbazole-2-carboxylate 
• 98-80-6 phenylboronic acid 
• 5737-56-4 2'-iodo-[1,1'-biphenyl]-4-amine 

Downstream Products

• 63020-20-2 N-(9H-carbazol-2-yl)acetamide 
• 10537-08-3 2-chloro-9H-carbazole 
• 57955-18-7 9H-carbazole-2-carbonitrile 

Relevant articles and documents

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Direct conversion of phenols into primary anilines with hydrazine catalyzed by palladium

Primary anilines are essential building blocks to synthesize various pharmaceuticals, agrochemicals, pigments, electronic materials, and others. To date, the syntheses of primary anilines mostly rely on the reduction of nitroarenes or the transition-metal-catalyzed Ullmann, Buchwald-Hartwig and Chan-Lam cross-coupling reactions with ammonia, in which non-renewable petroleum-based chemicals are typically used as feedstocks via multiple step syntheses. A long-standing scientific challenge is to synthesize various primary anilines directly from renewable sources. Herein, we report a general method to directly convert a broad range of phenols into the corresponding primary anilines with the cheap and widely available hydrazine as both amine and hydride sources with simple Pd/C as the catalyst.

Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids

An efficient protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted tetrahydrocarbazole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro β-carboline to give the corresponding heteroaromatic compounds from very good to excellent yield. Moreover, this method has been proven to be tolerant to a broad range of functional groups with excellent yields.