1146-99-2

Basic information

• Product Name: 2-(4-CHLOROPHENYL)INDANE-1,3-DIONE
• Synonyms: 2-(4-chlorofenil)-1,3-indandione;2-(4-chlorophenyl)-1h-indene-1,3(2h)-dione;2-(p-chlorophenyl)-1,3-indandione;2-(p-chlorophenyl)-3-indandione;2-(p-chlorophenyl)indan-1,3-dione;chlophenadione;chlor-athrombon;clorindione
• CAS NO: 1146-99-2
• Molecular Formula: C₁₅H₉ClO₂
• Molecular Weight: 256.68
• EINECS: 214-553-2
• Product Categories: Inhibitors
• Mol File: 1146-99-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 142-144
• Boiling Point: 363.31°C (rough estimate)
• Flash Point: 183.4°C
• Appearance: /
• Density: 1.2053 (rough estimate)
• Vapor Pressure: 2.32E-08mmHg at 25°C
• Refractive Index: 1.5330 (estimate)
• Storage Temp.: 2-8°C
• PKA: pKa 3.59(H2O t=25.0±0.1 I=0.1) (Uncertain)
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)INDANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)INDANE-1,3-DIONE(1146-99-2)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)INDANE-1,3-DIONE(1146-99-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2811
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1146-99-2(Hazardous Substances Data)

Usage

Uses

antcoagulant, Vitamine K antagonist

InChI:InChI=1/C15H9ClO2/c16-10-7-5-9(6-8-10)13-14(17)11-3-1-2-4-12(11)15(13)18/h1-8,17H

Upstream product

• 1807-49-4 2-diazo-indan-1,3-dione 
• 108-90-7 chlorobenzene 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 637-87-6 1-Chloro-4-iodobenzene 
• 618-32-6 Benzoyl bromide 
• 140-53-4 p-chlorobenzyl cyanide 
• 1179280-24-0 (4-chlorobenzyl)-(2-bromophenyl)-ketone 
• 85-44-9 phthalic anhydride 
• 1878-66-6 4-chlorophenylacetic Acid 
• 131-11-3 phthalic acid dimethyl ester 
• 83598-07-6 1-(4-chloro-phenyl)-butan-2-one 
• 94801-28-2 (E)-3-(4-chlorobenzylidene)phthalide 
• 87-41-2 2-benzofuran-1(3H)-one 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 730-73-4 2-bromo-2-(4-chlorophenyl)indan-1,3-dione 
• 1383434-54-5 8-bromo-10a-(4-chlorophenyl)benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-one 
• 1383434-53-4 10a-(4-chlorophenyl)-8-methoxybenzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-one 
• 1383434-52-3 10a-(4-chlorophenyl)-8-methylbenzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-one 
• 1383434-51-2 10a-(4-chlorophenyl)benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-one 
• 94796-59-5 3-aziridino-2-(4-chlorophenyl)-1-indenone 
• 896-36-6 2-(4-chlorophenyl)-2-thiocyanatoindan-1,3-dione 
• 96170-40-0 2-<4-Chlor-phenyl>-2-<2-nitro-1-(4-chlor-phenyl)-ethyl>-indandion-(1,3) 
• 107379-20-4 2-(4-Chloro-phenyl)-3-mercapto-indene-1-thione 
• 94796-79-9 3-bromo-2-(4-chlorophenyl)-1-indenone 
• 94796-76-6 3-chloro-2-(4-chlorophenyl)-1-indenone 
• 69017-54-5 2,2-Dimethyl-propionic acid 2-(4-chloro-phenyl)-3-oxo-3H-inden-1-yl ester 

Relevant articles and documents

Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones

A straightforward and feasible palladium-catalyzed direct α-arylation of indane-1,3-dione to 2-substituted aryl/heteroaryl indene-1,3-diones has been disclosed for the first time. Optimization of reaction conditions identified tBu-XPhos as a preferred ligand for the bis(acetonitrile)dichloropalladium(II) catalyst. A broad spectrum of aryl iodides and aryl triflates containing electron-donating, electron-withdrawing, and sterically hindered substituents gave an excellent yield for the quick access α-arylated 1,3-diones library.

Palladium-catalyzed chemoselective synthesis of indane-1,3-dione derivatives via tert-butyl isocyanide insertion

A simple and efficient strategy for the synthesis of indane-1,3-dione derivatives through a palladium(0)-catalyzed reaction incorporating tert-butyl isocyanide has been developed. In addition, by applying this protocol as the key step, indenopyrazole derivatives can be easily synthesized in high yields in a one-pot procedure. This methodology is tolerant of a wide range of substrates and applicable to library synthesis.

Synthesis, characterization, antimicrobial activities and QSAR studies of some 10a-phenylbenzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones

A series of 10a-phenylbenzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones (3) has been synthesized and tested for their antimicrobial activity. The antimicrobial evaluation data indicated that compounds, 3b, 3d, 3k and 3m exhibited very promising antibacterial activity and the compounds 3b and 3k exhibited notable activity, almost comparable to penicillin for Staphylococcus aureus and Bacillus subtilis respectively. The derivatives 3g and 3l exhibited high antifungal activity. Moreover, antibacterial activities were more prolific than antifungal activity. The QSAR studies indicated the importance of topological parameters, Kiers second order molecular index (κα 2) and molecular connectivity index (χ) in describing the antibacterial activity and electronic parameters, the energy of highest occupied molecular orbital (HOMO) and the dipole moment (μ) in describing the antifungal activity.