18992-86-4

Basic information

• Product Name: 9H-Carbazol-1-amine
• Synonyms: 9H-Carbazol-1-amine;1-AMINOCARBAZOLE
• CAS NO: 18992-86-4
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.22
• EINECS: 200-258-5
• Mol File: 18992-86-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 230 °C (decomp)
• 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: 18.56±0.30(Predicted)
• CAS DataBase Reference: 9H-Carbazol-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazol-1-amine(18992-86-4)
• EPA Substance Registry System: 9H-Carbazol-1-amine(18992-86-4)

Safety Data

• Hazardous Substances Data: 18992-86-4(Hazardous Substances Data)

Usage

General Description

9H-Carbazol-1-amine is a chemical compound with the molecular formula C12H10N2. It is a derivative of carbazole and contains an amine group. 9H-Carbazol-1-amine is commonly used as a building block in organic synthesis to create a variety of other chemical compounds. It has potential applications in the pharmaceutical and agrochemical industries, as well as in the production of dyes, pigments, and polymers. 9H-Carbazol-1-amine is known for its high reactivity and versatility, making it a valuable intermediate in the creation of many different types of chemical products.

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

Upstream product

• 61601-54-5 1-hydroxycarbazole 
• 31438-22-9 1-nitro-9H-carbazole 
• 500298-37-3 3,6-dibromo-carbazol-1-ylamine 
• 872277-92-4 8-amino-carbazole-1,3,6-trisulfonic acid 
• 104440-00-8 2,3,4,9-tetrahydro-1H-carbazol-8-amine 
• 84410-05-9 8-nitro-1,2,3,4-tetrahydro-carbazole 
• 100125-26-6 3,6-dichloro-1-nitrocarbazole 
• 5599-71-3 3,6-dichloro-9H-carbazole 
• 86-74-8 9H-carbazole 
• 861532-51-6 3-phenyl-3H-benzotriazol-4-ylamine 
• 112211-52-6 N₁-allyl-N₂-phenylbenzene-1,2-diamine 

Downstream Products

• 6311-19-9 9H-carbazole-1-carboxylic acid 
• 1334246-18-2 (N-(9H-Carbazol-1-yl)-3-trifluoromethylbenzenesulfonamide) 
• 163307-78-6 N-(9H-carbazol-1-yl)-4-methoxybenzenesulfonamide 
• 1354832-32-8 1-(9H-carbazol-1-yl)-3-phenylthiourea 
• 1154733-23-9 1-(9H-carbazol-1-yl)-3-phenylurea 

Relevant articles and documents

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.

Carbazole N-substituent effect upon DTMA: Stabilizing and photochromic modulating

Dithienylmaleimide derivatives 7-27 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV-vis spectra. Only ortho compounds 8-17 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 18-27 showed no appreciable photochromism. Additionally, compounds 8-18 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance.

Fluorescent carbazolylurea anion receptors

A series of fluorescent carbazolylurea base anion receptors have been synthesised that show a high affinity for oxo-anions (particularly bicarbonate and acetate). The fluorescence of dicarbazolylurea (1) is quenched upon addition of benzoate anions in DMS