218792-82-6

Basic information

• Product Name: Benzeneacetic acid, a-diazo-, phenylmethyl ester
• CAS NO: 218792-82-6
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Mol File: 218792-82-6.mol
• Article Data: 42

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-diazo-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-diazo-, phenylmethyl ester(218792-82-6)
• EPA Substance Registry System: Benzeneacetic acid, a-diazo-, phenylmethyl ester(218792-82-6)

Safety Data

• Hazardous Substances Data: 218792-82-6(Hazardous Substances Data)

Upstream product

• 103-80-0 phenylacetyl chloride 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 
• 103-82-2 phenylacetic acid 
• 512176-69-1 3-oxo-2,3-diphenylpropionic acid benzyl ester 
• 591-50-4 iodobenzene 
• 52267-51-3 benzyl diazoacetate 
• 72028-76-3 (S)-α-phenylglycine benzyl ester 
• 102-16-9 benzyl 2-phenylacetate 

Downstream Products

• 218792-66-6 (3R,4R,5R)-3-(Benzyloxycarbonyl-phenyl-methoxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid benzyl ester 
• 1262227-23-5 benzyl 2-(4-(benzyl(methyl)amino)phenyl)-2-phenylacetate 
• 1374152-77-8 C₂₃H₁₉N₃O₂ 
• 1374152-87-0 C₂₃H₁₈FN₃O₂ 
• 1374152-88-1 C₂₄H₁₈N₄O₂ 
• 1374152-86-9 C₂₄H₂₁N₃O₃ 
• 1374152-89-2 C₂₇H₂₁N₃O₂ 
• 151206-37-0 benzyl 2-phenyl acrylate 

Relevant articles and documents

Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes

We report the synthesis of quinolines using cyclopropenes and an azidobenziodazolone (ABZ) hypervalent iodine reagent as an azide radical source under visible-light irradiation. Multisubstituted quinoline products were obtained in 34-81% yield. The reaction was most efficient for 3-trifluoromethylcyclopropenes, affording valuable 4-trifluoromethylquinolines. The transformation probably proceeds through the cyclization of an iminyl radical formed by the addition of the azide radical on the cyclopropene double bond, followed by ring-opening and fragmentation.

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).

Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters

By using a charcoal supported nano Cu0catalyst (Cu/C), a highly efficient oxidation of α-diazo esters to α-ketoesters with molecular oxygen as the sole oxidant has been developed. In the presence of the Cu/C catalyst, 2-aryl-α-diazo esters with both electron-donating and electron-withdrawing groups can be oxidized to the corresponding α-ketoesters efficiently. Furthermore, this Cu/C catalyst can catalyse the reaction of aryl α-diazo ester with water to form aryl ketoester, 2-aryl-2-hydroxyl acetate ester and 2-aryl acetate ester. In this case, water is split by α-diazo ester, and the diazo group is displaced by the oxygen or hydrogen atom in water. Mechanistic investigation showed that the reaction of α-diazo ester with oxygen proceeds through a radical pathway. In the presence of 2,2,6,6-tetramethyl piperidine nitrogen oxide, the reaction of α-diazo ester with oxygen is dramatically inhibited. Furthermore, the reaction of α-diazo ester with water is investigated by an isotopic tracer method, and GCMS detection showed that a disproportionation reaction occurred between α-diazo ester and water.