7319-63-3

Basic information

• Product Name: 2-BROMO-1,3-INDANEDIONE
• Synonyms: 2-BROMO-1,3-INDANDIONE;2-BROMO-1,3-INDANEDIONE;2-Bromo-1,3-indanedione 95%;2-Bromoindan-1,3-dione;Nsc77090;2-Bromo-1H-indene-1,3(2H)-dione;2-Bromoindane-1,3-dione;2-Bromo-1,3-indandione technical, >=90.0% (AT)
• CAS NO: 7319-63-3
• Molecular Formula: C₉H₅BrO₂
• Molecular Weight: 225.04
• Mol File: 7319-63-3.mol

Chemical Properties

• Melting Point: 118-120 °C
• Boiling Point: 334.9 °C at 760 mmHg
• Flash Point: 139.8 °C
• Appearance: /
• Density: 1.787 g/cm³
• Vapor Pressure: 0.000124mmHg at 25°C
• Refractive Index: 1.66
• PKA: 5.17±0.20(Predicted)
• CAS DataBase Reference: 2-BROMO-1,3-INDANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1,3-INDANEDIONE(7319-63-3)
• EPA Substance Registry System: 2-BROMO-1,3-INDANEDIONE(7319-63-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7319-63-3(Hazardous Substances Data)

Usage

Uses

2-Bromo-1,3-indandione was used in the synthesis of 2-benzylthio-1,3-indandione.

InChI:InChI=1/C9H5BrO2/c10-7-8(11)5-3-1-2-4-6(5)9(7)12/h1-4,7H

Upstream product

• 405161-48-0 2,3-dibromoinden-1-one 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 64-17-5 ethanol 
• 74307-85-0 2-bromo-1,3-dioxo-indan-2-carboxylic acid ethyl ester 
• 7732-18-5 water 
• 117560-07-3 3,3-dibromo-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalene 
• 1685-97-8 2,2-dibromo-indan-1,3-dione 

Downstream Products

• 606-23-5 1H-indene-1,3(2H)-dione 
• 1685-97-8 2,2-dibromo-indan-1,3-dione 
• 5103-49-1 indan-1,2,3-trione-2-(4-nitro-phenylhydrazone) 
• 24680-19-1 1,3-dimethyl-5-phenyl-1H-indeno[2′,1′:5,6]pyrido[2,3-d]pyrimidine-2,4,6(3H)-trione 

Relevant articles and documents

Electrochemical study of bromide in the presence of 1,3-indandione. Application to the electrochemical synthesis of bromo derivatives of 1,3-indandione

The electrochemical oxidation of bromide in the presence of 1,3-indandione (1) in water/acetic acid and methanol/acetic acid mixtures has been studied by cyclic voltammetry and controlled-potential coulometry. The results indicate the participation of 1,3-indandione in the bromination reaction. On the basis of the electroanalytical and preparative results a reaction mechanism including electron transfer, chemical reaction and regeneration of bromide was discussed. The electrochemical synthesis of bromo derivatives of 1,3-indandione (2-3) has been successfully performed at constant current, in an undivided cell, in good yield and purity.

Synthesis of some new fused and spiro heterocyclic compounds under phase transfer catalysis (PTC) conditions

2BROMO-1, 3-indandione was treated with different nucleophilic reagents under phase transfer catalysis (PTC) conditions to get directly the corresponding fused indenohterocycles or 2-substituted-1, 3-indandione derivatives which were allowed to cyclize af

Monobromomalononitrile: An efficient regioselective mono brominating agent towards active methylene compounds and enamines under mild conditions

The potential of monobromomalononitrile (MBM) as a convenient source of cationic bromine in organic bromination reaction has been explored. Studies reveal that MBM can be a good substitute for N-bromosuccinimide (NBS) in various respects. Enamines and act

Dimethylformamide catalyzed synthesis of novel heterocycles - Their characterization and antimicrobial evaluation

Indandione 1 was brominated to yield 2-bromoIndandione 2, which further reacted with substituted thiocarbamides, carbamides, 2-aminothiophenols, 2-aminophenol, and triazole to furnished 3-substituted aniline-2-thia-4-aza-6,7- benzo-8-oxo-bicyclo[3.3.0]-1(

Highly efficient construction of bisspirooxindoles containing vicinal spirocenters through an organocatalytic modified Feist-Bénary reaction

We have developed an organocatalytic modified Feist-Bénary reaction of cyclic dicarbonyl compounds, isatins and cyclic α-bromo dicarbonyl compounds. This method affords bisspirooxindole-fused dihydrofurans containing two vicinal spiro centers. To the best

Oxidative bromination of ketones using ammonium bromide and oxone

A highly efficient, environmentally safe and economic method for selective α-monobromination of aralkyl, cyclic, acyclic, 1,3-diketones and β-keto esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this reagent system.

Selective monobromination of 1,3-diones with N-bromosaccharin/Mg(ClO 4)2 system in solution and under solvent-free conditions

N-Bromosaccharin/Mg(ClO4)2 is an effective and regioselective system for α-monobromination of 1,3-dicarbonyl compounds. A wide variety of β-keto esters and 1,3-diketones in reaction with this system afforded a regioselectively α-mono

Ethylenebis(N-methylimidazolium) ditribromide (EBMIDTB): An efficient reagent for the monobromination of 1,3-diketones and β-ketoesters

Ethylenebis(N-methylimidazolium) ditribromide, a stable crystalline solid, is easily prepared by reaction of the corresponding dibromide salt with bromine in n-hexane. 1,3-Diketones and β-ketoesters can be brominated chemoselectively to the corresponding α-monobrominated products by using this reagent at 0-5°C. Under the same reaction conditions, diethyl malonate, ethyl cyanoacetate, and malonitrile were monobrominated at moderate yield.

Chemoselective bromination of active methylene and methyne compounds by potassium bromide, hydrochloric acid and hydrogen peroxide

Active methylene and methyne compounds can be chemoselectively brominated in high yields using potassium bromide, hydrochloric acid, and hydrogen peroxide at room temperature. Georg Thieme Verlag Stuttgart.

New synthetic methods: Part I - Regioselective 1, 2-transposition of carbonyl group in carbocyclic and heterocyclic ketones

A convenient and simple synthetic method for 1, 2- transposition of keto group in pyrazol-5-ones, indan-1,3-dione and benzofuran-3-one is described.