73500-82-0

Basic information

• Product Name: CARBAZOLE-N-CARBONYL CHLORIDE
• Synonyms: CARBAZOLE-N-CARBONYL CHLORIDE;CARBAZOLE-9-CARBONYL CHLORIDE;9-(CHLOROFORMYL)CARBAZOLE;N-(CHLOROCARBONYL)CARBAZOLE;CARBAZOLE-9-CARBONYL CHLORIDE, FOR FLUOR ESCENCE;9-(Chloroformyl)-9H-carbazole;9H-Carbazole-9-carbonyl chloride;9H-Carbazole-9-carboxylic acid chloride
• CAS NO: 73500-82-0
• Molecular Formula: C₁₃H₈ClNO
• Molecular Weight: 229.66
• Product Categories: Carbazoles;Carbazoles (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research
• Mol File: 73500-82-0.mol

Chemical Properties

• Melting Point: 100-104 °C
• Boiling Point: 407.5 °C at 760 mmHg
• Flash Point: 200.2 °C
• Appearance: Light red powder
• Density: 1.32 g/cm³
• Vapor Pressure: 7.54E-07mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: 2-8°C
• CAS DataBase Reference: CARBAZOLE-N-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CARBAZOLE-N-CARBONYL CHLORIDE(73500-82-0)
• EPA Substance Registry System: CARBAZOLE-N-CARBONYL CHLORIDE(73500-82-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 73500-82-0(Hazardous Substances Data)

Usage

Purification Methods

Recrystallise the acid chloride from *C6H6. If it is not very pure (presence of OH or NH bands in the IR), dissolve it in pyridine, shake it with phosgene in toluene, evaporate and recrystallise the residue. Carry out this experiment in a good fume cupboard as COCl2 is very TOXIC, and store the product in the dark. It is moisture sensitive. The amide has m 246.5-247o, and the dimethylaminoethylamide hydrochloride has m 197-198o. [Weston et al. J Am Chem Soc 75 4006 1953, Beilstein 20 III/IV 3841.]

InChI:InChI=1/C13H8ClNO/c14-13(16)15-11-7-3-1-5-9(11)10-6-2-4-8-12(10)15/h1-8H

Upstream product

• 75-44-5 phosgene 
• 86-74-8 9H-carbazole 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 114049-59-1 (9H-carbazol-9-yl)(2-chlorophenyl)methanone 
• 135462-32-7 4-nitrophenyl 9H-carbazole-9-carboxylate 
• 267644-08-6 (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)carbazole-9-carboxamide 

Relevant articles and documents

A USEFUL REAGENT FOR DERIVATIZATION OF AMINO ACIDS

N-(Chloroformyl)-carbazole, which is readily synthesized by phosgenation of carbazole, has been shown to be an excellent reagent for fluorogenic labelling of amino acids.The derivatization reaction is carried out at room temperature in a borate buffer of pH 9 and yields highly fluorescent derivatives with good chromatographic properites.Further, the derivatives of amino acid enantiomers are well separated on BSA-silica (Resolvosil) analytical columns.

Synthesis and characterization of poly(N-propargylurea)s with helical conformation, optical activity and fluorescence properties

This article presents novel N-propargylurea-based copolymers that contain both carbazole and urea moieties in their side chains. The homopolymer of monomer 1 with a carbazole group exhibited interesting fluorescence properties, while the homopolymer of monomer 2 with a chiral center formed helical structures. The copolymerizations of monomers 1 and 2 provided optically active helical copolymers, which had fluorescence properties, even for the copolymer that contained as low as 20 mol% of monomer unit 1. Fluorescent and optically active composite films were further prepared based on the copolymers and with poly(vinyl butyl) as the supporting material. This study contributes to the intriguing research field of optically active helical polymers and their practical applications.