23077-32-9

Basic information

• Product Name: 2-hydroxy-9H-carbazole-1-carboxylic acid
• Synonyms: 2-hydroxy-9H-carbazole-1-carboxylic acid;Einecs 245-418-6
• CAS NO: 23077-32-9
• Molecular Formula: C₁₃H₉NO₃
• Molecular Weight: 227.21546
• EINECS: 245-418-6
• Mol File: 23077-32-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 530.9°Cat760mmHg
• Flash Point: 274.9°C
• Appearance: /
• Density: 1.546g/cm³
• Vapor Pressure: 4.22E-12mmHg at 25°C
• Refractive Index: 1.841
• CAS DataBase Reference: 2-hydroxy-9H-carbazole-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-9H-carbazole-1-carboxylic acid(23077-32-9)
• EPA Substance Registry System: 2-hydroxy-9H-carbazole-1-carboxylic acid(23077-32-9)

Safety Data

• Hazardous Substances Data: 23077-32-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H9NO3/c15-10-6-5-8-7-3-1-2-4-9(7)14-12(8)11(10)13(16)17/h1-6,14-15H,(H,16,17)

Upstream product

• 86-79-3 2-hydroxycarbazole 
• 6311-19-9 9H-carbazole-1-carboxylic acid 

Downstream Products

• 23077-61-4 2-hydroxy-carbazole-1-carboxylic acid-(4-chloro-anilide) 

Relevant articles and documents

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.