34598-49-7

Basic information

• Product Name: 5-Bromoindanone
• Synonyms: 5-BROMOINDAN-1-ONE;5-BROMOINDANONE;5-BROMO-2,3-DIHYDRO-1H-INDEN-1-ONE;5-BROMO-1-INDANONE;BUTTPARK 145\15-97;1-Indanone, 5-bromo-;5-Bromo-1-indanone,98%;5-Bromo-1-indanone 98%
• CAS NO: 34598-49-7
• Molecular Formula: C₉H₇BrO
• Molecular Weight: 211.06
• EINECS: -0
• Product Categories: Carbonyl Compounds;Indane/Indanone and Derivatives;Heterocycles series;Indanone & Indene;Ketone;Fused Ring Systems;Halides;C9;Carbonyl Compounds;Ketones;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 34598-49-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 126-129 °C(lit.)
• Boiling Point: 303.7 °C at 760 mmHg
• Flash Point: 120.2 °C
• Appearance: Beige to brown/Powder
• Density: 1.18 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000915mmHg at 25°C
• Refractive Index: 1.5720 (estimate)
• Storage Temp.: -20°C
• BRN: 2357199
• CAS DataBase Reference: 5-Bromoindanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromoindanone(34598-49-7)
• EPA Substance Registry System: 5-Bromoindanone(34598-49-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 34598-49-7(Hazardous Substances Data)

Usage

Description

5-Bromoindanone, also known as 5-Bromo-1-indanone, is a 1-indanone derivative characterized by its white to light yellow crystal powder appearance. It is known for its distinct physical properties, such as density, freezing point, and refractive index, which have been determined through scientific research. 5-Bromoindanone plays a significant role in the synthesis of various chemical compounds, particularly imidazolyl and triazolyl substituted biphenyl compounds.

Uses

Used in Pharmaceutical Industry:
5-Bromoindanone is used as a starter for indanone-based pharmaceuticals. Its unique chemical structure and properties make it a valuable component in the development of new drugs and therapeutic agents. 5-Bromoindanone's ability to participate in the synthesis of complex molecules contributes to its importance in this application.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-Bromoindanone is utilized as a key intermediate for the production of imidazolyl and triazolyl substituted biphenyl compounds. These compounds have a wide range of applications, including potential uses in various industries such as pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C9H7BrO/c10-7-2-3-8-6(5-7)1-4-9(8)11/h2-3,5H,1,4H2

Upstream product

• 107558-73-6 diethyl 2-(3-bromobenzyl)-malonate 
• 31736-73-9 4-bromophenyl 2-chloroethyl ketone 
• 2039-86-3 3-bromostyrene 
• 34598-50-0 5-bromo-1-indanol 
• 108-86-1 bromobenzene 
• 151583-29-8 methyl 3-(3'-bromophenyl)-propionate 
• 3650-77-9 methyl 3-(3'-bromophenyl)-acrylate 
• 932-77-4 3-bromobenzyl chloride 
• 125115-01-7 m-bromobenzylmalonic acid 
• 15852-73-0 (3-Bromophenyl)methanol 
• 3132-99-8 m-bromobenzoic aldehyde 
• 140184-19-6 5-(3-bromo-benzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 42287-90-1 3-(3-bromophenyl)propanoic acid 
• 83-33-0 inden-1-one 

Downstream Products

• 218608-69-6 2,2,5-tribromoindan-1-one 
• 495414-32-9 5-bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one 
• 865172-71-0 (S)-methyl 1-formyl-1-[1,2-hydrazinedicarboxylic acid-bis(phenylmethyl)ester]-2,3-dihydro-1H-indene-5-carboxylate 
• 865172-72-1 C₂₇H₂₅BrN₂O₆ 
• 865172-73-2 C₃₁H₃₅N₂O₉P 
• 220029-96-9 (S)-1-amino-5-phosphonoindan-1-carboxylic acid 
• 14548-39-1 6-bromoindan-1-one 
• 75476-86-7 6-Bromo-2,3-dihydro-1H-inden-1-ol 
• 75476-78-7 5-bromo-1H-indene 
• 20854-59-5 5--indanol-(1) 
• 211805-65-1 5-phenyl-1-indanol 
• 289056-05-9 5-(4-fluorophenyl)-1-indanol 
• 87779-61-1 acide α-(bromo-5 indanyl-1) acetique 
• 760995-19-5 5-morpholin-4-yl-2,3-dihydro-1H-inden-1-one 

Relevant articles and documents

Kinetic resolution of racemic benzofused alcohols catalysed by HMFO variants in presence of natural deep eutectic solvents

5-Hydroxymethylfurfural oxidase (HMFO) has demonstrated to be a useful biocatalyst for the selective oxidation of alcohols employing oxygen as mild oxidant with no requirement of expensive organic cofactors. This wild-type HMFO biocatalyst and an engineered thermostable variant have been tested in the kinetic resolution of different benzofused alcohols. The use of natural deep eutectic solvents was also explored in HMFO-catalysed oxidation of alcohols. The oxidation of racemic 1-indanol showed a higher conversion and selectivity in presence of 60% v/v of different NADES, especially for those containing carbohydrates. By choosing properly the biocatalyst and the NADES, good enantioselectivity values can be obtained, demonstrating the advantages of employing these neoteric solvents in biocatalysed processes.

Efficient acceptorless photo-dehydrogenation of alcohols and: N -heterocycles with binuclear platinum(ii) diphosphite complexes

Although photoredox catalysis employing Ru(ii) and Ir(iii) complexes as photocatalysts has emerged as a versatile tool for oxidative C-H functionalization under mild conditions, the need for additional reagents acting as electron donor/scavenger for completing the catalytic cycle undermines the practicability of this approach. Herein we demonstrate that photo-induced oxidative C-H functionalization can be catalysed with high product yields under oxygen-free and acceptorless conditions via inner-sphere atom abstraction by binuclear platinum(ii) diphosphite complexes. Both alcohols (51 examples), particularly the aliphatic ones, and saturated N-heterocycles (24 examples) can be efficiently dehydrogenated under light irradiation at room temperature. Regeneration of the photocatalyst by means of reductive elimination of dihydrogen from the in situ formed platinum(iii)-hydride species represents an alternative paradigm to the current approach in photoredox catalysis.

Metal-free oxidation of secondary benzylic alcohols using aqueous TBHP

We report a simple, yet efficient metal-free oxidation of secondary benzylic alcohols in the presence of t-butyl hydroperoxide (70% TBHP) with high yields of up to 98%. This type of reaction can be carried out using a wide variety of substrates, requires no other organic solvent, and proves to be tolerant toward a variety of different functional groups.