4831-21-4

Basic information

• Product Name: 2-(4-BROMOANILINO)-1-PHENYL-1-ETHANONE
• Synonyms: 2-(4-BROMOANILINO)-1-PHENYL-1-ETHANONE;2-(4-Bromoanilino)-1-phenylethan-1-one
• CAS NO: 4831-21-4
• Molecular Formula: C₁₄H₁₂BrNO
• Molecular Weight: 290.15518
• Mol File: 4831-21-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 158-160
• Boiling Point: 438.6 °C at 760 mmHg
• Flash Point: 219.1 °C
• Appearance: /
• Density: 1.443 g/cm³
• Vapor Pressure: 6.82E-08mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 2-(4-BROMOANILINO)-1-PHENYL-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMOANILINO)-1-PHENYL-1-ETHANONE(4831-21-4)
• EPA Substance Registry System: 2-(4-BROMOANILINO)-1-PHENYL-1-ETHANONE(4831-21-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 4831-21-4(Hazardous Substances Data)

Usage

Uses

2-(4-Bromoanilino)-1-phenyl-1-ethanone is a useful reagent in copper-catalyzed C-H oxidation.

InChI:InChI=1/C14H12BrNO/c15-12-6-8-13(9-7-12)16-10-14(17)11-4-2-1-3-5-11/h1-9,16H,10H2

Upstream product

• 70-11-1 α-bromoacetophenone 
• 106-40-1 4-bromo-aniline 
• 98-86-2 acetophenone 

Downstream Products

• 79866-42-5 p-bromo-N-(α-methoxyphenacyl)aniline 
• 91851-17-1 2-((4-bromophenyl)amino)-1-phenylethan-1-ol 
• 1375476-51-9 2-((4-bromophenyl)imino)-2-(1H-indol-3-yl)-1-phenylethanone 
• 33288-26-5 1-(1H-indol-3-yl)-2-phenylethane-1,2-dione 
• 1627197-83-4 2-((4-bromophenyl)amino)-1-phenyl-2-(tetrahydrofuran-2-yl)ethan-1-one 
• 22050-11-9 1-(4-bromophenyl)-4-phenyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester 
• 40991-78-4 4-(phenylglyoxylyl)morpholine 

Relevant articles and documents

Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions

In this work, a visible-light-induced oxidative α-alkylation of glycine derivatives with ethers has been developed in the presence of catalytic Eosin Y. Under the blue light of a 3 W LED, a range of α-etherized glycine derivatives, including α-amino esters, α-amino ketones and α-amino amides, were achieved with good to excellent yields and functional group tolerance with tert-butyl hydroperoxide (TBHP) as oxidant at ambient temperature. The operationally easy procedure provides an economical, metal-free, and mild alternative for the synthesis of the α-etherized glycine derivatives.

Copper-catalyzed oxidative cross-coupling of α-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines

A general and mild method for the construction of a carbon-nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with α-aminocarbonyl compounds was achieved. Amines, either aliphatic primary amines, aromatic primary amines or secondary amines can be used as the starting materials. When R2 was different from R3, two isomers would be observed. Therefore, this reaction system has a broad substrate scope and provides a facile pathway for the synthesis of 2-oxo-acetamidines.

Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade

A gold-catalyzed cascade hydroamination/cyclization reaction of α-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.