20201-26-7

Basic information

• Product Name: Ethyl 4-bromobenzoylformate
• Synonyms: BENZENEACETIC ACID, 4-BROMO-A-OXO-, ETHYL ESTER;Ethyl p-bromophenylglyoxylate;ETHYL 4-(BROMOPHENYL)GLYOXALATE;ETHYL 4-BROMOPHENYLGLYOXYLATE;ETHYL 4-BROMOBENZOYL FORMATE;Ethyl 2-(4-bromophenyl)-2-oxoacetate;4-BROMOBENZOYLFORMICACIDETHYLESTER;Benzeneacetic acid, 4-broMo-α-oxo-, ethyl ester
• CAS NO: 20201-26-7
• Molecular Formula: C₁₀H₉BrO₃
• Molecular Weight: 257.08
• Mol File: 20201-26-7.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 322°C
• Flash Point: 149°C
• Appearance: /
• Density: 1.480
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Ethyl 4-bromobenzoylformate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-bromobenzoylformate(20201-26-7)
• EPA Substance Registry System: Ethyl 4-bromobenzoylformate(20201-26-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 20201-26-7(Hazardous Substances Data)

Usage

General Description

Ethyl 4-bromobenzoylformate is a chemical compound with the molecular formula C10H9BrO3. It is a white to off-white solid with a molecular weight of 261.08 g/mol. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in organic synthesis and as a reagent in chemical reactions. Ethyl 4-bromobenzoylformate is a hazardous substance and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system. It is important to use proper protective equipment and follow safety protocols when working with this chemical.

InChI:InChI=1/C10H9BrO3/c1-2-14-10(13)9(12)7-3-5-8(11)6-4-7/h3-6H,2H2,1H3

Upstream product

• 30565-53-8 ethyl 2-(4-bromophenyl)-2-hydroxyacetate 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 95-92-1 oxalic acid diethyl ester 
• 64-17-5 ethanol 
• 73387-60-7 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 
• 140-89-6 potassium ethyl xanthogenate 
• 99-90-1 para-bromoacetophenone 
• 934-94-1 1-bromo-4-bromoethynyl-benzene 
• 108-86-1 bromobenzene 
• 105-39-5 chloroacetic acid ethyl ester 
• 589-87-7 1,4-bromoiodobenzene 
• 4755-77-5 Ethyl oxalyl chloride 
• 26510-95-2 ethyl 4-Bromobenzoylacetate 
• 14367-97-6 1-(4-bromophenyl)-2-nitro-1-ethanone 

Downstream Products

• 78597-73-6 [3-(4-Bromo-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-acetic acid methyl ester 
• 78587-68-5 2-[3-(4-Bromo-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-propionic acid methyl ester 
• 92093-23-7 (R)-(-)-1-(4-bromophenyl)-1,2-ethanediol 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 
• 30565-53-8 ethyl 2-(4-bromophenyl)-2-hydroxyacetate 
• 731018-45-4 2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester 
• 21453-02-1 3-(4-bromophenyl)quinoxalin-2(1H)-one 
• 917085-52-0 3-(4-bromophenyl)-2H-benzo[b][1,4]oxazin-2-one 
• 1261072-30-3 7-bromo-3-(4-bromophenyl)quinoxalin-2-ol 
• 1261072-31-4 6-bromo-2-(4-bromophenyl)-3-chloroquinoxaline 
• 1261072-32-5 6-bromo-2-(4-bromophenyl)-3-methoxyquinoxaline 
• 1261072-33-6 (S)-tert-butyl 2-(4-(4-(6-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-3-methoxyquinoxalin-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 
• 1261072-34-7 tert-butyl (2S)-2-(4-{4-[6-(2-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-4-yl)-3-hydroxyquinoxalin-2-yl]phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 

Relevant articles and documents

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites

A highly regio- and diastereoselective approach for the synthesis of phosphate substituted dihydrocoumarins via Br?nsted base catalyzed [1,2]-phospha-Brook rearrangement is reported. The two-step, one-pot Michael addition of α-phosphonyloxy enolates proceeds by coupling of dialkyl phosphite and α-ketoesters to o-quinone methides, followed by an intramolecular cyclization, providing 3,4-dihydrocoumarin frameworks.

Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters

A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from commercially available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.