1133-72-8

Basic information

• Product Name: 2-ACETYL-1,3-INDANEDIONE
• Synonyms: 2-acetyl-1,3-indandione;2-acetyl-3-indandione;RARECHEM AR PA 0047;2-ACETYLINDANE-1,3-DIONE;2-ACETYL-1,3-INDANEDIONE;2-ACETYLINDANE-1,3-DIONE 97%;2-Acetyl-1,3-dioxoindan;2-Acetyl-1H-indene-1,3(2H)-dione
• CAS NO: 1133-72-8
• Molecular Formula: C₁₁H₈O₃
• Molecular Weight: 188.18
• Product Categories: Indane/Indanone and Derivatives;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 1133-72-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 109-112 °C(lit.)
• Boiling Point: 372.2°Cat760mmHg
• Flash Point: 162.9°C
• Appearance: /
• Density: 1.318g/cm³
• Vapor Pressure: 9.8E-06mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-ACETYL-1,3-INDANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYL-1,3-INDANEDIONE(1133-72-8)
• EPA Substance Registry System: 2-ACETYL-1,3-INDANEDIONE(1133-72-8)

Safety Data

• WGK Germany: 3
• RTECS: NK5075000
• Hazardous Substances Data: 1133-72-8(Hazardous Substances Data)

Usage

General Description

2-Acetyl-1,3-indanedione (AID) is a cyclic β-diketone. It readily forms coordination complexes with lanthanide ions, which display strong luminescence upon their irradiation with ultraviolet light. AID can be prepared from 4-nitrophthalic anhydride.

InChI:InChI=1/C11H8O3/c1-6(12)9-10(13)7-4-2-3-5-8(7)11(9)14/h2-5,9H,1H3

Upstream product

• 67-56-1 methanol 
• 57691-08-4 (Z)-3-(2-oxopropylidene)-3H-isobenzofuran-1-one 
• 124-41-4 sodium methylate 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 108-24-7 acetic anhydride 
• 131-11-3 phthalic acid dimethyl ester 
• 67-64-1 acetone 
• 601-70-7 3,3-dichlorophthalide 
• 60-29-7 diethyl ether 
• 88-95-9 Phthaloyl dichloride 
• 7446-70-0 aluminium trichloride 
• 108-05-4 vinyl acetate 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 50454-26-7 acetoacetyl-benzoic acid 

Downstream Products

• 10437-96-4 2-(3-oxobutyryl)indane-1,3-dione 
• 20926-83-4 2-(4-Nitrocinnamoyl)-indan-1,3-dion 
• 70600-41-8 C₂₉H₂₀O₆ 
• 25083-69-6 2-[1-(N-phenyamino)-1-ethylidene]-indane-1,3-dione 
• 119712-36-6 2,3-dihydro-1-phenyl-1H-indeno<1,2-b>pyridine-4,5-dione 
• 119712-34-4 2-(N-phenyl-β-alanyl)-1,3-indandione 
• 119712-39-9 2-(1-phenyl-2-pyrazolin-3-yl)-1,3-indandione 
• 119712-38-8 3-(2-N-morpholinoethyl)indeno<1,2-c>-1-phenylpyrazol-4(1H)-one 
• 119712-35-5 2-(N-phenyl-N-benzenesulphonimido-β-alanyl)-1,3-indandione 
• 1246402-96-9 (E)-2-(1-hydroxy-3-phenylallylidene)-2H-indene-1,3-dione 
• 1416306-41-6 C₁₉H₁₄N₂O₃ 
• 1416306-42-7 C₁₉H₁₃N₃O₅ 
• 27111-13-3 C₁₈H₁₁NO₅ 
• 1416306-43-8 C₁₉H₁₃N₃O₅ 

Relevant articles and documents

Friedel-crafts coordinated processes: Selective cyclooligomerization of acyl chlorides

Adducts AlCl3.RCOCl undergo highly regioselective self- and cross-condensation. 4-Hydroxy-2-pyrones and 2-acetyl-indan-l,3-diones are synthesized in good yields.

Quantum chemical and spectroscopic study of the structure of 2-acetylindan-1,3-dione complexes with metal(II) ions

A series of M(II) (M = Cu, Zn, Cd, Pb) complexes with the physiologically active 1-acetylindan-1,3-dione were synthezed. All complexes were obtained with the metal to ligand ratio 1:2. The presence of two water molecules in the inner coordination sphere of the Zn(II) and Cd(II) complexes was proven. The structure and coordination mode of the newly synthesized Cd(II) and Pb(II) complexes were investigated using NMR (13C CPMAS and 13C NMR in DMF-d7 solution) method. Semi-empirical (PM3) and ab initio (ECP-312G) calculations of the structure and IR spectra of the free ligand and corresponding metal(II) complexes were performed. It is shown that the structure of the Pp(II) complex differs significantly from the distorted tetrahedral structure of the Cu(II), Zn(II), and Cd(II) complexes.

Synthesis, Type II diabetes inhibitory activity, antimicrobial evaluation and docking studies of indeno[1,2-c]pyrazol-4(1H)-ones

We report a convenient and efficient synthesis of indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) by the reaction of a variety of 2-acyl-(1H)-indene-1,3(2H)-diones (1) and 2-hydrazinylbenzo[d]thiazole/2-hydrazinyl-6-substitutedbenzo[d]thiazoles (2) in the presence of glacial acetic acid in good yields. The structure of the compounds thus prepared were confirmed by analytical and spectral (FT-IR, 1H NMR, 13C NMR, and HRMS) techniques. All the synthesized indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) were assayed for their in vitro Type II diabetes inhibitory activity by using Acarbose as standard drug and in vitro antimicrobial activity utilizing Streptomycin and Fluconazole as reference drugs. Among the synthesized derivatives, 4e (IC50 = 6.71 μg/mL) was found to be more potent against α-glucosidase enzyme as compared with the standard Acarbose (IC50 = 9.35 μg/mL) and 4i (IC50 = 11.90 μg/mL) exhibited good inhibitory activity against α-amylase enzyme as compared with the standard Acarbose (IC50 = 22.87 μg/mL). Also, all the titled compounds showed good antimicrobial activity. In addition, in vitro α-glucosidase and α-amylase inhibition were supported by docking studies performed on the derivatives 4e and 4o, respectively. [Figure not available: see fulltext.].