122394-38-1

Basic information

• Product Name: Methyl 2-(2-broMophenyl)-2-oxoacetate
• Synonyms: Methyl 2-(2-broMophenyl)-2-oxoacetate
• CAS NO: 122394-38-1
• Molecular Formula: C₉H₇BrO₃
• Molecular Weight: 243.05408
• Mol File: 122394-38-1.mol

Chemical Properties

• Boiling Point: 310.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.546±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 2-(2-broMophenyl)-2-oxoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(2-broMophenyl)-2-oxoacetate(122394-38-1)
• EPA Substance Registry System: Methyl 2-(2-broMophenyl)-2-oxoacetate(122394-38-1)

Safety Data

• Hazardous Substances Data: 122394-38-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Methyl 2-(2-bromophenyl)-2-oxoacetate is utilized as a reagent and intermediate in organic synthesis for the preparation of various compounds. Its unique structure and properties make it a versatile component in the creation of a wide range of organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, Methyl 2-(2-bromophenyl)-2-oxoacetate is employed as a key intermediate in the synthesis of pharmaceutical compounds. Its presence in the molecular structure can contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
Methyl 2-(2-bromophenyl)-2-oxoacetate also finds application in the agrochemical industry, where it is used as a precursor in the synthesis of agrochemicals. Its role in this industry is crucial for the development of new pesticides, herbicides, and other agricultural chemicals that can enhance crop protection and yield.

Upstream product

• 67-56-1 methanol 
• 2142-69-0 2-bromophenyl methyl ketone 
• 74-88-4 methyl iodide 
• 52923-21-4 2-(2-bromophenyl)-2-hydroxyacetonitrile 
• 88562-26-9 2-bromobenzoyl cyanide 
• 88-65-3 2-bromobenzoic-acid 
• 43063-97-4 methyl 2-bromo-2-(2-bromophenyl) acetate 
• 18698-97-0 ortho-bromophenylacetic acid 
• 1218951-02-0 methyl [2-(2-bromophenyl)-2-cyano]acetate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 264882-02-2 2-bromophenyldiazoacetic acid methyl ester 
• 21165-13-9 methyl 2-(2-bromophenyl)-2-hydroxyacetate 

Downstream Products

• 122283-38-9 (E)-2-(2-Bromo-phenyl)-3-methoxy-acrylic acid methyl ester 
• 50890-83-0 1-methyl-1H-indazole-3-carboxylic acid 
• 158036-22-7 2-Ethynylphenylglyoxylic acid methyl ester-O-methyloxime 

Relevant articles and documents

An efficient synthesis of aryl α-keto esters

A new one-pot approach for the synthesis of aryl α-keto ester based on the diazo transfer and oxidation of diazo group is developed.

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

Carbene-Catalyzed Enantioselective Aromatic N-Nucleophilic Addition of Heteroarenes to Ketones

The aromatic nitrogen atoms of heteroarylaldehydes are activated by carbene catalysts to react with ketone electrophiles. Multi-functionalized cyclic N,O-acetal products are afforded in good to excellent yields and optical purities. Our reaction involves the formation of an unprecedented aza-fulvene-type acylazolium intermediate. A broad range of N-heteroaromatic aldehydes and electron-deficient ketone substrates works effectively in this transformation. Several of the chiral N,O-acetal products afforded through this protocol exhibit excellent antibacterial activities against Ralstonia solanacearum (Rs) and are valuable in the development of novel agrichemicals for plant protection.

Displacement of Dinitrogen by Oxygen: A Methodology for the Catalytic Conversion of Diazocarbonyl Compounds to Ketocarbonyl Compounds by 2,6-Dichloropyridine-N-oxide

Dirhodium(II) catalyzed dinitrogen extrusion from diazocarbonyl compounds by 2,6-dichloropyridine-N-oxide forms ketocarbonyl compounds in near-quantitative yields. Reactions occur at room temperature, and the pyridine product does not coordinate with dirhodium(II) to inhibit catalysis. Anhydrous tricarbonyl compounds, as well as dicarbonyl compounds, are conveniently prepared by this methodology, and they have been used in situ for catalytic ene and aldol transformations.

Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides

A highly enantioselective iridium-catalyzed hydrogenation of α-keto amides to form α-hydroxy amides has been achieved with excellent results (up to >99% conversion and up to >99% ee, TON up to 100?000). As an example, this protocol was applied to the synthesis of (S)-4-(2-amino-1-hydroxyethyl)benzene-1,2-diol, the enantiomer of norepinephrine, which is widely used as an injectable drug for the treatment of critically low blood pressure. Density functional theory (DFT) calculations were also carried out to reveal the reaction mechanism.

Regioselective synthesis of 1-substituted indazole-3-carboxylic acids

In this article, we study the synthesis of 1-substituted indazole-3-carboxylic acids from 2-halobenzoic acids.

P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters

A commercial phosphorus-based reagent (P(NMe2)3) mediates umpolung alkylation of methyl aroylformates with benzylic and allylic bromides, leading to either Barbier-type addition or ylide-free olefination products upon workup. The reaction sequence is initiated by a two-electron redox addition of the tricoordinate phosphorus reagent with an α-keto ester compound (Kukhtin-Ramirez addition). A mechanistic rationale is offered for the chemoselectivity upon which the success of this nonmetal mediated C-C bond forming strategy is based.

Electrochemical synthesis of the aryl α-ketoesters from acetophenones mediated by Ki

Two C-O bonds formed in one step: The oxidative coupling reaction of acetophenones with alcohol was developed by a dioxygen activation to afford α-ketoesters under electrochemical conditions. This novel transformation not only provides a simple and efficient approach to synthetize α-ketoester derivatives, but also invents a new strategy to construct a C-O bond by virtue of an anode oxidation (see scheme). Copyright

Construction of 1,2,5-tricarbonyl compounds using methyl cyanoacetate as a glyoxylate anion synthon combined with copper(I) iodide-catalyzed aerobic oxidation

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Facile synthesis of aryl α-keto esters via the reaction of aryl diazoacetate with H2O and DEAD

A facile synthesis of aryl aα-keto esters in high yields is reported involving the reaction of aryl diazoacetate with H2O and diethyl azodicarboxylate (DEAD) catalyzed by dirhodium acetate. Georg Thieme Verlag Stuttgart.