26000-33-9

Basic information

• Product Name: 9H-CARBAZOLE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 9H-CARBAZOLE-2-CARBOXYLIC ACID METHYL ESTER;Methyl 9H-carbazole-2-carboxylate
• CAS NO: 26000-33-9
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.24264
• Mol File: 26000-33-9.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9H-CARBAZOLE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-CARBAZOLE-2-CARBOXYLIC ACID METHYL ESTER(26000-33-9)
• EPA Substance Registry System: 9H-CARBAZOLE-2-CARBOXYLIC ACID METHYL ESTER(26000-33-9)

Safety Data

• Hazardous Substances Data: 26000-33-9(Hazardous Substances Data)

Usage

General Description

9H-Carbazole-2-carboxylic acid methyl ester, also known as methyl 9H-carbazole-2-carboxylate, is a chemical compound with the molecular formula C15H13NO2. It is a methyl ester derivative of 9H-carbazole-2-carboxylic acid and is primarily used as an intermediate in the synthesis of organic compounds. This chemical is commonly utilized in the pharmaceutical and agrochemical industries for the production of various drugs and pesticides. It is a white to off-white crystalline solid with a melting point of around 201-205°C and is soluble in organic solvents such as ethanol and acetone. Additionally, 9H-Carbazole-2-carboxylic acid methyl ester has potential applications in the field of material science and as a building block in the creation of functional organic materials.

Upstream product

• 3156-51-2 3-[(E)-2-nitroeth-1-enyl]-1H-indole 
• 52745-92-3 methyl (E)-3-nitroacrylate 
• 1609211-18-8 C₂₀H₁₆N₂O₃ 
• 615-36-1 2-bromoaniline 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 5737-79-1 methyl 2′-amino-[1,1′-biphenyl]-4-carboxylate 
• 577-19-5 2-nitrophenyl bromide 
• 615-43-0 2-iodophenylamine 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 1242412-60-7 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 
• 123027-96-3 3-nitro-4-trifluoromethanesulfonyloxy-benzoic acid methyl ester 
• 99-42-3 methyl (4-hydroxy-3-nitro)benzoate 
• 5570-19-4 2-nitrophenylboronic acid 

Downstream Products

• 86439-57-8 9-methyl-9H-carbazol-2-amine 
• 4539-51-9 2-aminocarbazole 
• 815632-40-7 methyl 9-phenyl-9H-carbazole-2-carboxylate 
• 51094-28-1 9H-carbazole-2-carboxylic acid 

Relevant articles and documents

Reaction of methyl-3-nitroacrylate with 3-(2-nitroethenyl)indole

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Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

Photochemical intramolecular amination for the synthesis of heterocycles

Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.