65565-21-1

Basic information

• Product Name: 1H-Inden-1-one, 3-(4-bromophenyl)-2,3-dihydro-
• CAS NO: 65565-21-1
• Molecular Formula: C15H11BrO
• Molecular Weight: 287.156
• Mol File: 65565-21-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Inden-1-one, 3-(4-bromophenyl)-2,3-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Inden-1-one, 3-(4-bromophenyl)-2,3-dihydro-(65565-21-1)
• EPA Substance Registry System: 1H-Inden-1-one, 3-(4-bromophenyl)-2,3-dihydro-(65565-21-1)

Safety Data

• Hazardous Substances Data: 65565-21-1(Hazardous Substances Data)

Upstream product

• 80272-20-4 3-(4-bromophenyl)-3-phenyl-propionic acid 
• 1200-07-3 trans-4-bromocinnamic acid 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 621-82-9 Cinnamic acid 
• 5908-41-8 benzoyltrimethylsilane 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 5467-74-3 4-Bromophenylboronic acid 
• 87694-37-9 4-methyl-N'-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)benzenesulfonohydrazide 
• 2142-70-3 2-iodoacetophenone 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 67800-12-8 2-Bromo-3-(p-bromophenyl)-ind-1-on 
• 2159-40-2 2-(4-bromobenzoyl)benzoic acid 

Relevant articles and documents

Palladium Nanoparticles-Catalyzed Synthesis of Indanone Derivatives via Intramolecular Reductive Heck Reaction

An efficient protocol for the straightforward, single-step synthesis of 3-aryl-1-indanones from 2′-iodochalcone via reductive Heck reaction using phosphine free, stable and reusable binaphthyl stabilized palladium nanoparticle (Pd-BNP) as a catalyst has been described. An immense array of substrate scope with electron-rich and deficient 2′-iodochalcones have been synthesized. Further derivatization of product indanones have been achieved successfully. The heterogeneous nature of the Pd-BNP has been validated by centrifugation test and mercury poisoning experiment. Pd-BNP has been successfully recycled up to 5 cycles without any significant loss in reaction yield and particle size of nanoparticles, confirmed by TEM analysis. (Figure presented.).

Gold(I)-Catalyzed Addition of Silylacetylenes to Acylsilanes: Synthesis of Indanones by C-H Functionalization through a Gold(I) Carbenoid

A gold(I)-catalyzed synthesis of indanones from trimethylsilylacetylenes and acylsilanes is presented. The reaction is initiated through a synergistic acylsilane activation-gold acetylide formation and involves consecutive alkyne σ-gold(I) addition, π-activation, and 1,2-migration of a silyl group. Studies performed on the reaction mechanism allowed to establish the nature of the silyl migrating group and invoke the participation of a gold(I) carbenoid intermediate. The reaction is completed by a gold(I) C-H functionalization step.

Superacid-Catalyzed Reactions of Cinnamic Acids and the Role of Superelectrophiles

The chemistry of cinnamic acids and related compounds has been studied. In superacid-catalyzed reactions with arenes, two competing reaction mechanisms are proposed. Both mechanisms involve the formation of dicationic intermediates (superelectrophiles), and the reactions can lead to either chalcone-type products or indanone products. The direct observation of a dicationic species (by low-temperature 13C NMR) is reported. We provide clear evidence that protonated carboxylic acid groups (or the corresponding acyl cation) can enhance the reactivity of an adjacent electrophilic center. Triflic acid is also found to be an effective acid catalyst for the direct synthesis of some electron-deficient chalcones and heterocyclic chalcones from cinnnamic acids.