22979-36-8

Basic information

• Product Name: methyl 2-diazo-2-(4-methoxypheny)acetate
• Synonyms: methyl 2-diazo-2-(4-methoxypheny)acetate
• CAS NO: 22979-36-8
• Molecular Weight: 206.201
• Mol File: 22979-36-8.mol
• Article Data: 60

Chemical Properties

• CAS DataBase Reference: methyl 2-diazo-2-(4-methoxypheny)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-diazo-2-(4-methoxypheny)acetate(22979-36-8)
• EPA Substance Registry System: methyl 2-diazo-2-(4-methoxypheny)acetate(22979-36-8)

Safety Data

• Hazardous Substances Data: 22979-36-8(Hazardous Substances Data)

Upstream product

• 22979-34-6 Methyl-p-methoxyphenylglyoxylat-hydrazon 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 104-01-8 4-Methoxyphenylacetic acid 
• 32766-61-3 4-methoxyphenylglyoxylate methyl ester 

Downstream Products

• 13305-14-1 methyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 117487-19-1 (1R)-(4-methoxyphenyl)-(2S)-phenylcyclopropanecarboxylic acid methyl ester 

Relevant articles and documents

Synthesis of Functionalized Silsesquioxane Nanomaterials by Rhodium-Catalyzed Carbene Insertion into Si?H Bonds

We report carbene insertion into Si?H bonds of polyhedral oligomeric silsesquioxanes (POSS) for the synthesis of highly functionalized siloxane nanomaterials. Dirhodium(II) carboxylates catalyze insertion of aryl-diazoacetates as carbene precursors to afford POSS structures containing both ester and aryl groups as orthogonal functional handles for further derivatization of POSS materials. Four diverse and structurally varied silsesquioxane core scaffolds with one, three, or eight Si?H bonds were evaluated with diazo reactants to produce a total of 20 new POSS compounds. Novel diazo compounds containing a fluorinated octyl group and boron-dipyrromethene (BODIPY) chromophore demonstrate the use of highly functionalized substrates. Transformations of aryl(ester)-functionalized POSS compounds derived from this method are demonstrated, including ester hydrolysis and Suzuki–Miyaura cross-coupling.

Catalyst-free, scalable heterocyclic flow photocyclopropanation

Industrial process development is driven by several factors, including safety, cost, robustness and environmental aspects. However, attempts to establish aryl diazo esters-which are highly valued in academic research for their reactivity as carbene precur

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

We report herein a radical-mediated amination of cyclopropenes. The transformation proceeds through a cleavage of the three-membered ring after the addition of an azide radical on the strained double bond and leads to tetrasubstituted alkenyl nitrile derivatives upon loss of N2. With 1,2-diaryl substituted cyclopropenes, this methodology could be extended to a one-pot synthesis of highly functionalized polycyclic aromatic compounds (PACs). This transformation allows the synthesis of nitrile-substituted alkenes and aromatic compounds from rapidly accessed cyclopropenes using only commercially available reagents.