758692-47-6

Basic information

• Product Name: Ethyl 2-(4-bromophenyl)-2-diazoacetate
• Synonyms: ETHYL 2-(4-BROMOPHENYL)-2-DIAZOACETATE;4-Bromo-alpha-diazobenzeneacetic acid ethyl ester
• CAS NO: 758692-47-6
• Molecular Formula: C₁₀H₉BrN₂O₂
• Molecular Weight: 269.09
• Mol File: 758692-47-6.mol
• Article Data: 41

Chemical Properties

• Melting Point: 54 °C
• Appearance: /
• CAS DataBase Reference: Ethyl 2-(4-bromophenyl)-2-diazoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-(4-bromophenyl)-2-diazoacetate(758692-47-6)
• EPA Substance Registry System: Ethyl 2-(4-bromophenyl)-2-diazoacetate(758692-47-6)

Safety Data

• Hazardous Substances Data: 758692-47-6(Hazardous Substances Data)

Usage

General Description

Ethyl 2-(4-bromophenyl)-2-diazoacetate, also known as ethyl 2-(4-bromophenyl)-2-diazoacetoacetate, is a chemical compound that belongs to the diazoacetate family. It is commonly used as a reagent in organic synthesis, specifically in the diazo transfer reactions to generate carbenes. Carbenes are highly reactive intermediates that are important in the formation of new carbon-carbon and carbon-heteroatom bonds in organic chemistry. The 4-bromophenyl group in this compound makes it useful for the functionalization of aromatic rings, and its diazoacetate moiety provides a convenient entry to a wide range of versatile chemical transformations. Due to its reactivity and potential hazards associated with diazo compounds, it should be handled with caution under appropriate safety protocols.

InChI:InChI=1/C10H9BrN2O2/c1-2-15-10(14)9(13-12)7-3-5-8(11)6-4-7/h3-6H,2H2,1H3

Upstream product

• 20201-26-7 ethyl 4-bromophenylglyoxylate 
• 2009-97-4 ethyl 2-diazo-3-oxobutanoate 
• 589-87-7 1,4-bromoiodobenzene 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 
• 108-86-1 bromobenzene 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 2158-14-7 4-acetamidobenzenesulfonyl azide 
• 623-73-4 diazoacetic acid ethyl ester 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 

Downstream Products

• 1398180-76-1 ethyl 2-(4-bromophenyl)-3,3,3-trifluoropropanoate 
• 1446051-17-7 ethyl 2-(4-bromophenyl)-2-(1-methyl-1H-indol-3-yl)acetate 
• 20201-26-7 ethyl 4-bromophenylglyoxylate 
• 79309-65-2 ethyl 2-(4-bromophenyl)-2-ethoxyacetate 

Relevant articles and documents

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Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds

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Tropylium-Catalyzed O-H Insertion Reactions of Diazoalkanes with Carboxylic Acids

Herein, we describe the application of a nonbenzenoid aromatic carbocation, namely tropylium, as an organic Lewis acid catalyst in O-H functionalization reactions of diazoalkanes with benzoic acids. The newly developed protocol is applicable to a wide range of diazoalkane and carboxylic acid substrates with excellent efficiency (43 examples, up to 99% yield).