391-26-4

Basic information

• Product Name: 9H-Carbazole, 1-fluoro-
• Synonyms: 9H-Carbazole, 1-fluoro-;1-fluoro-9H-carbazole
• CAS NO: 391-26-4
• Molecular Formula: C₁₂H₈FN
• Molecular Weight: 185.1970232
• Mol File: 391-26-4.mol

Chemical Properties

• Melting Point: 164 °C (decomp)
• Boiling Point: 359.2±15.0 °C(Predicted)
• Appearance: /
• Density: 1.320±0.06 g/cm3(Predicted)
• PKA: 16.55±0.30(Predicted)
• CAS DataBase Reference: 9H-Carbazole, 1-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazole, 1-fluoro-(391-26-4)
• EPA Substance Registry System: 9H-Carbazole, 1-fluoro-(391-26-4)

Safety Data

• Hazardous Substances Data: 391-26-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
9H-Carbazole, 1-fluorois utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of novel drug molecules. Its unique structure allows for the creation of compounds with potential therapeutic applications.
Used in Dye Industry:
In the dye industry, 9H-Carbazole, 1-fluorois employed as a precursor for the production of various dyes. Its chemical properties enable the creation of dyes with specific color characteristics and stability.
Used in Polymer Industry:
9H-Carbazole, 1-fluorois used as a monomer or building block in the synthesis of polymers. Its incorporation into polymer structures can enhance properties such as stability, solubility, and processability.
Used in Organic Electronic Devices:
9H-Carbazole, 1-fluorois applied in the development of organic electronic devices such as organic light-emitting diodes (OLEDs) and organic semiconductors. Its electronic properties make it suitable for improving the performance and efficiency of these devices.
Used in Medicinal Chemistry Research:
9H-Carbazole, 1-fluorois studied for its potential biological activities, particularly its anticancer and antibacterial properties. Researchers are interested in its capacity to contribute to the discovery of new therapeutic agents and treatments.

Upstream product

• 2367-15-9 8-fluoro-2,3,4,9-tetrahydro-1H-carbazole 
• 118-75-2 chloranil 
• 328-20-1 N-(2-fluorophenyl)-N-phenylamine 
• 908242-77-3 N-(2-bromophenyl)-2-fluoroaniline 
• 583-55-1 1-Bromo-2-iodobenzene 
• 108-94-1 cyclohexanone 
• 2924-15-4 (2-fluorophenyl)hydrazine hydrochloride 
• 591-50-4 iodobenzene 
• 348-54-9 2-Fluoroaniline 
• 1140969-90-9 C₁₂H₈FN₃ 
• 694-80-4 2-bromo-1-chlorobenzene 

Downstream Products

• 1319016-02-8 fluoro-9-(2-nitrophenyl)-9H-carbazole 
• 1451208-38-0 1-fluoro-9-(o-tolyl)-9H-carbazole 

Relevant articles and documents

ORGANIC ELECTROLUMINESCENCE DEVICE AND POLYCYCLIC COMPOUND FOR ORGANIC ELECTROLUMINESCENCE DEVICE

An organic electroluminescent device of an embodiment includes a first electrode, a second electrode, and a light emitting layer disposed between the first electrode and the second electrode, and the light emitting layer includes a polycyclic compound represented by chemical formula 1: D-(L)_n-A, to exhibit improved light emitting efficiency.

Enantioselective Palladium-Catalyzed Carbene Insertion into the N?H Bonds of Aromatic Heterocycles

C3-substituted indoles and carbazoles react with α-aryl-α-diazoesters under palladium catalysis to form α-(N-indolyl)-α-arylesters and α-(N-carbazolyl)-α-arylesters. The products result from insertion of a palladium-carbene ligand into the N?H bond of the aromatic N-heterocycles. Enantioselection was achieved using a chiral bis(oxazoline) ligand, in many cases with high enantioselectivity (up to 99 % ee). The method was applied to synthesize the core of a bioactive carbazole derivative in a concise manner.

Carbazole-Containing Sulfonamides as Cryptochrome Modulators

The subject matter herein is directed to carbazole-containing sulfonamide derivatives and pharmaceutically acceptable salts or hydrates thereof of structural formula I wherein the variable R1, R2, R3, R4, R5, R6, R7, A, B, C, D, E, F, G, H, a, and b are accordingly described. Also provided are pharmaceutical compositions comprising the compounds of formula I to treat a Cry-mediated disease or disorder, such as diabetes, obesity, metabolic syndrome, Cushing's syndrome, and glaucoma.

Rh2(II)-catalyzed synthesis of carbazoles from biaryl azides

An array of carbazoles (23 examples) can be synthesized from substituted biaryl azides at 60 °C using substoichio-metric quantities of Rh 2(O2CC3F7)4 or Rh 2(O2CC7H15)4.

Palladium-catalyzed direct arylation-based domino synthesis of annulated N-heterocycles using alkenyl or (hetero)aryl 1,2-dihalides

A palladium-catalyzed reaction sequence consisting of an intermolecular amination and an intramolecular direct arylation enabled highly regioselective syntheses of functionalized indoles or carbazoles and proved to be amenable to the use of inexpensive 1,2dichloroarenes as electrophiles.

Domino N-H/C-H bond activation: Palladium-catalyzed synthesis of annulated heterocycles using dichloro(hetero)arenes

(Chemical Equation Presented) One after the other: A novel palladium-catalyzed domino reaction consisting of an amination and a direct C-H bond arylation allows for a general synthesis of annulated heterocycles starting from readily available 1,2-dichloroarenes and primary as well as secondary anilines (see scheme; Cy = cyclohexyl). This is high-lighted by an efficient synthesis of the natural product murrayafoline A.