13445-89-1

Basic information

• Product Name: 1-(2-AMino-3,5-dibroMo-phenyl)-ethanone
• Synonyms: 1-(2-AMino-3,5-dibroMo-phenyl)-ethanone
• CAS NO: 13445-89-1
• Molecular Formula: C₈H₇Br₂NO
• Molecular Weight: 292.95528
• Mol File: 13445-89-1.mol

Chemical Properties

• Melting Point: 130 °C
• Boiling Point: 344.896°C at 760 mmHg
• Flash Point: 162.388°C
• Appearance: /
• Density: 1.883g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.638
• PKA: -0.46±0.10(Predicted)
• CAS DataBase Reference: 1-(2-AMino-3,5-dibroMo-phenyl)-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-AMino-3,5-dibroMo-phenyl)-ethanone(13445-89-1)
• EPA Substance Registry System: 1-(2-AMino-3,5-dibroMo-phenyl)-ethanone(13445-89-1)

Safety Data

• Hazardous Substances Data: 13445-89-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
1-(2-Amino-3,5-dibromo-phenyl)-ethanone is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides.
Used in Antiparasitic Applications:
In the field of biology, 1-(2-Amino-3,5-dibromo-phenyl)-ethanone is used as an antiparasitic agent, potentially aiding in the treatment and prevention of parasitic infections.
Used in Photodynamic Therapy:
1-(2-Amino-3,5-dibromo-phenyl)-ethanone is used in photodynamic therapy, a medical treatment that involves the use of light and photosensitizing agents to target and destroy diseased cells.
Used in Light-Driven Applications:
Due to its photophysical and photochemical properties, 1-(2-Amino-3,5-dibromo-phenyl)-ethanone is also utilized in various light-driven applications, which may include advanced materials, sensors, and other innovative technologies.

InChI:InChI=1/C8H7Br2NO/c1-4(12)6-2-5(9)3-7(10)8(6)11/h2-3H,11H2,1H3

Upstream product

• 535992-33-7 1-(3,5-dibromo-2-nitro-phenyl)-ethanone 
• 64-19-7 acetic acid 
• 29124-56-9 1-(2-amino-5-bromophenyl)ethanone 
• 551-93-9 2-aminoacetophenone 
• 7726-95-6 bromine 

Downstream Products

• 33531-25-8 6,8-dibromo-2-phenyl-2,3-dihydroquinolin-4(1H)-one 
• 1421590-17-1 6,8-dibromo-4-methoxy-2-(4-methoxyphenyl)quinoline 
• 1421590-20-6 6,8-dibromo-2-(4-methoxyphenyl)quinolin-4(1H)-one 
• 1421590-16-0 6,8-dibromo-2-(4-chlorophenyl)-4-methoxyquinoline 
• 1421590-19-3 6,8-dibromo-2-(4-chlorophenyl)quinolin-4(1H)-one 
• 1421590-15-9 6,8-dibromo-2-(4-fluorophenyl)-4-methoxyquinoline 
• 1421590-18-2 6,8-dibromo-2-(4-fluorophenyl)quinolin-4(1H)-one 
• 1421590-14-8 6,8-dibromo-4-methoxy-2-phenylquinoline 
• 60355-93-3 6,8-dibromo-2-phenylquinolin-4(1H)-one 

Relevant articles and documents

A Serendipitous One-Pot Cyanation/Hydrolysis/Enamide Formation: Direct Access to 3-Methyleneisoindolin-1-ones

A direct, one-pot conversion of 2’-haloacetophenones to 3-methyleneisoindolin-1-one scaffolds using CuCN as the sole reagent without the need for moisture-free or anaerobic conditions is reported. This serendipitously discovered transformation with a broa

Tandem arylation/friedel-crafts reactions of o-acylanilines with diaryliodonium salts: A modular synthesis of acridine derivatives

A modular method to synthesize acridine derivatives was developed with o-acylanilines and diaryliodonium salts. The reactions proceeded smoothly under Cu-catalyzed or metal-free reaction conditions at elevated temperature through tandem arylation/Friedel-Crafts reactions.

6,8-dibromo-4-chloroquinoline-3-carbaldehyde as a synthon in the development of novel 1,6,8-triaryl-1H-pyrazolo[4,3-c]quinolines

2-Amino-3,5-dibromoacetophenone undergoes Vilsmeier reaction with a phosphoryl chloride-dimethylformamide mixture to afford 6,8-dibromo-4- chloroquinoline-3-carbaldehyde. The latter was reacted with arylhydrazine hydrochlorides in ethanol in the presence

Synthesis, evaluation of 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones in MCF-7 (breast cancer) cell lines and their docking studies

A series of novel 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones have been synthesized and evaluated in vitro (in MCF-7 breast cancer cell lines). Compounds 5a, 5d, 5e, and 5g exhibited potent GI50 and TGI values compared with reference stan

EPR studies of nitrogen-centred free radicals. Part 53. Isolation, EPR spectra and magnetic characterization of N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls

N-(Arylthio)-2,4-diaryl-6-ethoxycarbonylphenylaminyls (1), N-[(2,4-dichlorophenyl)thio]-2,4-diphenyl-6-acetylphenylaminyl (2), N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls (3), N-[(2,4-dichlorophenyl)thio]-2,4-bis(4-chlorophenyl)-6-fluorophenylaminyl (4) and N-[(4-nitrophenyl)thio]-2,4-diphenylphenylaminyl (5) were generated by oxidation of the corresponding N-(arylthio)anilines. Although 4 and 5 were short-lived and decayed in 30 min, 1-3 were quite persistent and 3 could be isolated as radical crystals. EPR spectra were measured for all radicals generated and the spin density distribution was evaluated. Ab initio MO calculations (the UHF Becke 3LYP/STO 6-31G) were performed, and a quantitative discussion on the spin density distribution was made. Magnetic susceptibility measurements were performed for three isolated radicals with a SQUID magnetometer. One radical was found to couple ferromagnetically, and analysis with the one-dimensional regular Heisenberg model gave 2J/kB = 11.2 K.

Mild and regioselective oxidative bromination of anilines using potassium bromide and sodium perborate

The selective monobromination of various deactivated anilines using potassium bromide and sodium perborate as oxidant has been achieved. The use of ammonium molybdate as catalyst accelerates the rate of reaction but is not essential to obtain good yields and high selectivities. (C) 2000 Elsevier Science Ltd.