18992-64-8

Basic information

• Product Name: 4-Aminocarbazole
• Synonyms: 4-Aminocarbazole;9H-Carbazol-4-amine
• CAS NO: 18992-64-8
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.22
• Mol File: 18992-64-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: >300℃
• Boiling Point: 440.8°Cat760mmHg
• Flash Point: 250.6°C
• Appearance: /
• Density: 1.317±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.75E-08mmHg at 25°C
• Refractive Index: 1.827
• CAS DataBase Reference: 4-Aminocarbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminocarbazole(18992-64-8)
• EPA Substance Registry System: 4-Aminocarbazole(18992-64-8)

Safety Data

• Hazardous Substances Data: 18992-64-8(Hazardous Substances Data)

Usage

General Description

4-Aminocarbazole is an aromatic amine compound that consists of a carbazole core with an amino group attached at the 4-position. It is commonly used as an intermediate in the synthesis of various dyes and pigments, particularly in the production of indigo dyes. 4-Aminocarbazole is also used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceutical compounds. Additionally, it has been studied for its potential anticancer properties and has shown promising results in inhibiting the growth of certain cancer cells. 4-Aminocarbazole is considered to be a hazardous chemical and proper safety precautions should be followed when handling and storing it.

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

Upstream product

• 57905-76-7 4-Nitro-9H-carbazole 
• 54147-64-7 2-azido-2'-biphenylylamine 
• 1454-80-4 1,1'-biphenyl-2,2'-diamine 
• 577-19-5 2-nitrophenyl bromide 
• 53290-48-5 2-amino-2'-phthalimidobiphenyl 
• 154824-10-9 2-(2-iodophenyl)isoindoline-1,3-dione 
• 24838-27-5 2-nitro-2'-phthalimidobiphenyl 
• 221011-22-9 2-azido-2'-phthalimidobiphenyl 
• 52602-39-8 9H-carbazol-4-ol 

Relevant articles and documents

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Synthesis of Carbazole, Acridine, Phenazine, 4H-Benzo[def]carbazole and Their Derivatives by Thermal Cyclization Reaction of Aromatic Amines

A variety of nitrogen-containing heterocycles were synthesized by passing vapors of aromatic amines over calcium oxide at 450-650 °C under nitrogen carrier gas. Reaction of 2-aminobiphenyl 3a at 560 °C gave carbazole 4 in 80% yield. Reaction of 2,2′-diaminobiphenyl 3b afforded a mixture of carbazole 4 and 4-aminocarbozole 6b. In the case of 2-amino-2′ -nitrobiphenyl 3c, benzo[c]cinnoline 7 was obtained along with carbazole 4. Reaction of 2-amino-2′-methoxybiphenyl 3d gave four products of carbazole 4, 4-hydroxycarbazole 6e, phenanthridine 8 and dibenzofuran 9. Reaction of 2-aminodiphenylmethane 5a afforded acridine 10. In the case of 2-aminobenzophenone 5b, acridone 11 was obtained as a major product. Reaction of 2-aminobenzhydrol 5c gave acridine 10. When 2-aminodiphenylamine 5d was reacted, phenazine 12 was obtained in good yield. In contrast, reaction of 2-aminodiphenyl ether 5e produced only 2-hydroxydiphenylamine 13. Reaction of 4-aminophenanthrene 14 produced 4H-benzo[def]carbazole 15 in 61% yield.