6111-99-5

Basic information

• Product Name: 2-Diazopropanoic acid ethyl ester
• Synonyms: 2-Diazopropanoic acid ethyl ester;2-Diazopropionic acid ethyl ester;ethyl±-diazopropanoate;2-diazonio-1-ethoxyprop-1-en-1-olate
• CAS NO: 6111-99-5
• Molecular Formula: C₅H₈N₂O₂
• Molecular Weight: 0
• Mol File: 6111-99-5.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 237.54°C (rough estimate)
• Appearance: /
• Density: 1.0860
• Refractive Index: 1.4472 (estimate)
• CAS DataBase Reference: 2-Diazopropanoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Diazopropanoic acid ethyl ester(6111-99-5)
• EPA Substance Registry System: 2-Diazopropanoic acid ethyl ester(6111-99-5)

Safety Data

• Hazardous Substances Data: 6111-99-5(Hazardous Substances Data)

Usage

General Description

2-Diazopropanoic acid ethyl ester, also known as ethyl diazoacetate, is a chemical compound with the molecular formula C5H8N2O2. It is a diazo compound commonly used as a reagent in organic chemistry to introduce the diazo functional group into other molecules. It is a colorless to yellow liquid with a fruity odor, and it is highly reactive and explosive, making it potentially hazardous to handle. It is often used in the synthesis of pharmaceuticals, dyes, and other organic compounds, and it is important for researchers to handle it with caution due to its explosive nature.

Upstream product

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Downstream Products

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• 82706-96-5 (Z)-ethyl 2-cyano-1,2-dimethylcyclopropanecarboxylate 
• 82706-95-4 (E)-ethyl 2-cyano-1,2-dimethylcyclopropanecarboxylate 
• 82706-93-2 (3S,5S)-5-Cyano-3,5-dimethyl-4,5-dihydro-3H-pyrazole-3-carboxylic acid ethyl ester 
• 82706-94-3 (3S,5R)-5-Cyano-3,5-dimethyl-4,5-dihydro-3H-pyrazole-3-carboxylic acid ethyl ester 
• 108221-67-6 ethyl 2-bromo-2-fluoropropionate 
• 80493-48-7 ethyl α-phenylselenopropenoate 
• 207279-39-8 2-(4-methoxy-phenylsulfanyl)-propionic acid ethyl ester 
• 94535-33-8 ethyl 2-(phenylthio)propanoate 
• 18518-85-9 ethyl 2-((4-chlorophenyl)thio)propanoate 

Relevant articles and documents

Copper-Catalyzed Regioselective Coupling of Tosylhydrazones and 2-Pyridones: A Strategy for the Production of N-Alkylated Compounds

The highly regioselective N-alkylation reaction of 2-pyridones was achieved through hydrazone chemistry, especially for substrates with bulky secondary alkyl groups. Described herein is a copper-catalyzed coupling reaction of pyridone derivatives with tosylhydrazones.

Copper-catalyzed oxyvinylation of diazo compounds

A copper(I)-catalyzed vinylation of diazo compounds with vinylbenziodoxolone reagents (VBX) as partners is reported. The transformation tolerates diverse functionalities on both reagents delivering polyfunctionalized vinylated products. The strategy was successfully extended to a three-component/intermolecular version with alcohols. The obtained products contain synthetically versatile functional groups, such as an aryl iodide, an ester, and an allylic leaving group, enabling further modification.

Supramolecularly regulated copper-bisoxazoline catalysts for the efficient insertion of carbenoid species into hydroxyl bonds

The catalytic insertion of copper carbenoids into O-H bonds affords synthetically useful α-alkyl/aryl-α-alkoxy/aryloxy derivatives. Herein, the design, preparation and application of supramolecularly regulated copper(i) complexes of bisoxazoline ligands is reported. We have demonstrated that the catalytic performance of these systems can be modulated by the use of an external molecule (i.e.the regulation agent), which interacts with a polyethyleneoxy chain on the ligand (i.e.the regulation site)viasupramolecular interactions. This approach has been applied to an array of structurally diverse alcohols (cycloalkyl, alkyl and aryl derivatives). Moreover, we have used this methodology to synthesise advanced synthetic intermediates of biologically relevant compounds.