6186-22-7

Basic information

• Product Name: 4-Bromophenylacetone
• Synonyms: P-BROMO BENZYL METHYL KETONE;1-(4-BROMOPHENYL)-2-PROPANONE;1-(4-BROMOPHENYL)PROPAN-2-ONE;4-BROMOPHENYLACETONATE;4-BROMOPHENYLACETONE;LABOTEST-BB LT01143429;4-Bromophenylacetone,99%;4-Bromophenylacetone,97%
• CAS NO: 6186-22-7
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.07
• Product Categories: Aromatic Ketones (substituted)
• Mol File: 6186-22-7.mol
• Article Data: 32

Chemical Properties

• Melting Point: 24-25 °C
• Boiling Point: 139°C/11mmHg(lit.)
• Flash Point: 75.9 °C
• Appearance: Clear yellow/Liquid After Melting
• Density: 1.3841 (rough estimate)
• Refractive Index: 1.5560 to 1.5600
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Miscible with chloroform and dichloromethane. Slightly miscible with water.
• CAS DataBase Reference: 4-Bromophenylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophenylacetone(6186-22-7)
• EPA Substance Registry System: 4-Bromophenylacetone(6186-22-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 6186-22-7(Hazardous Substances Data)

Usage

Description

4-Bromophenylacetone, also known as 1-(4-bromophenyl)ethanone, is an organic compound that features a bromo substituent attached to a phenyl ring and an acetone functional group. It is a versatile intermediate in the synthesis of various organic compounds and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
4-Bromophenylacetone is used as a key intermediate in the synthesis of biphenyl-4-yl-acetone, which is an important compound in the preparation of pharmaceuticals. The reaction involves the use of phenylboronic acid, cesium fluoride as a reagent, and a palladium phosphine complex as a catalyst.
Used in Organic Synthesis:
4-Bromophenylacetone serves as a valuable building block in organic synthesis, particularly for the preparation of various organic compounds and specialty chemicals. Its reactivity and functional groups make it suitable for a wide range of chemical transformations and reactions.

InChI:InChI=1/C24H24N2O5S/c1-17-13-18(2)15-19(14-17)26(32(29,30)20-9-5-4-6-10-20)16-23(27)25-22-12-8-7-11-21(22)24(28)31-3/h4-15H,16H2,1-3H3,(H,25,27)

Upstream product

• 21892-60-4 1-(p-Bromphenyl)-2-nitro-1-propen 
• 131981-75-4 (E)-1-bromo-4-(2-nitroprop-1-en-1-yl)benzene 
• 616-47-7 1-methyl-1H-imidazole 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 589-87-7 1,4-bromoiodobenzene 
• 123-54-6 acetylacetone 
• 64-18-6 formic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 588-93-2 p-bromo-n-propylbenzene 
• 75-20-7 calcium carbide 
• 19350-68-6 p-bromobenzaldehyde tosylhydrazone 
• 4489-23-0 1-bromo-4-(prop-1-en-1-yl)benzene 
• 108-24-7 acetic anhydride 
• 56856-82-7 2-(4'-bromophenyl)-3-methyloxirane 

Downstream Products

• 90536-99-5 1-bromo-1-(4-bromophenyl)propan-2-one 
• 857531-32-9 4-(4-bromo-phenyl)-3-methyl-1H-pyrazole 
• 187347-77-9 4-(3-hydroxy-3-methyl-1-butynyl)phenylacetone 

Relevant articles and documents

Gold-Catalyzed [3+2]-Annulations of α-Aryl Diazoketones with the Tetrasubstituted Alkenes of Cyclopentadienes: High Stereoselectivity and Enantioselectivity

This work reports gold-catalyzed [3+2]-annulations of α-diazo ketones with highly substituted cyclopentadienes, affording bicyclic 2,3-dihydrofurans with high regio- and stereoselectivity. The reactions highlights the first success of tetrasubstituted alkenes to undergo [3+2]-annulations with α-diazo carbonyls. The enantioselective annulations are also achieved with high enantioselectivity using chiral forms of gold and phosphoric acid. Our mechanistic analysis supports that cyclopentadienes serve as nucleophiles to attack gold carbenes at the more substituted alkenes, yielding gold enolates that complex with chiral phosphoric acid to enhance the enantioselectivity.

Synthesis, characterization, molecular structure, and computational studies on 4(1H)-pyran-4-one and its derivatives

4(1H)-Pyridone-based compounds have shown promise as potent bioactive inhibitors against a broad range of diseases, particularly malaria. Our interest in 4(1H)-pyridones initiated the design and synthesis of a series of 4(1H)-pyridone derivatives, with th

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.