52267-51-3

Basic information

• Product Name: Acetic acid, diazo-, phenylmethyl ester
• Synonyms: benzyl diazoacetate
• CAS NO: 52267-51-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Mol File: 52267-51-3.mol
• Article Data: 37

Chemical Properties

• Flash Point: 7℃
• Density: 0.894 g/mL at 25 °C
• Refractive Index: n20/D1.504
• CAS DataBase Reference: Acetic acid, diazo-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, diazo-, phenylmethyl ester(52267-51-3)
• EPA Substance Registry System: Acetic acid, diazo-, phenylmethyl ester(52267-51-3)

Safety Data

• Hazardous Substances Data: 52267-51-3(Hazardous Substances Data)

Upstream product

• 14661-69-9 p-toluenesulfonylhydrazone glyoxylic acid chloride 
• 100-51-6 benzyl alcohol 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 100-39-0 benzyl bromide 
• 1738-68-7 Gly-OBz 
• 941-55-9 4-toluenesulfonyl azide 
• 5396-89-4 benzyl acetoacetate 
• 52267-50-2 benzyl-α-diazo-acetoacetate 
• 5437-45-6 Benzyl bromoacetate 
• 79844-27-2 Malonic acid benzyl ester 4-oxo-azetidin-2-yl ester 
• 186581-53-3 diazomethane 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 142504-42-5 benzyl <2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>acetate 
• 374752-69-9 Benzyl-[2-diazo-2-(1-hydroxy-4,4-dimethyl-2,6-dioxocyclohexyl)acetat] 
• 622-06-0 dibenzyl maleate 
• 538-64-7 dibenzyl fumarate 
• 621-13-6 dicyclohexyl cis-butenedioate 
• 141-05-9 Diethyl maleate 

Relevant articles and documents

Comparative study on post-polymerization modification of C1 poly(benzyl 2-ylidene-acetate) and its C2 analog poly(benzyl acrylate)

The present study investigates the challenging approach of post-polymerization modification on polymers with a sterically demanding reaction center. Therefore, the general possibility to functionalize polymethylene moieties was investigated. Poly(benzyl 2-ylidene-acetate) was synthesized by polymerization of benzyl 2-diazoacetate utilizing [(L-prolinate)RhI(1,5-dimethyl-1,5-cyclooctadiene)] as a catalyst. Subsequently, the modification of C1 polymerized poly(benzyl 2-ylidene-acetate) with amines was analyzed and the obtained data set was compared with experimental data derived for the C2 analog poly(benzyl acrylate). This is the first study on post-polymerization modification utilizing densely functionalized polymethylenes as starting materials.

Engineering Dirhodium Artificial Metalloenzymes for Diazo Coupling Cascade Reactions**

Artificial metalloenzymes (ArMs) are commonly used to control the stereoselectivity of catalytic reactions, but controlling chemoselectivity remains challenging. In this study, we engineer a dirhodium ArM to catalyze diazo cross-coupling to form an alkene that, in a one-pot cascade reaction, is reduced to an alkane with high enantioselectivity (typically >99 % ee) by an alkene reductase. The numerous protein and small molecule components required for the cascade reaction had minimal effect on ArM catalysis. Directed evolution of the ArM led to improved yields and E/Z selectivities for a variety of substrates, which translated to cascade reaction yields. MD simulations of ArM variants were used to understand the structural role of the cofactor on ArM conformational dynamics. These results highlight the ability of ArMs to control both catalyst stereoselectivity and chemoselectivity to enable reactions in complex media that would otherwise lead to undesired side reactions.

N-transfer reagent and method for preparing the same and its application

Provided are a novel N-transfer reagent and a method for preparing the same and its application. The N-transfer reagent is represented by the following Formula (I): The various novel N-transfer reagents of the present invention can be quickly prepared by employing different nitrobenzene precursors. The N-transfer reagents can directly convert a variety of amino compounds into diazo compounds under mild conditions. Particularly, the N-transfer reagents can facilitate the synthesis of the diazo compounds. The application of synthesizing diazo compounds of the present invention can greatly decrease the difficulty in operation, increase the safety during experiments, reduce the cost of production and the environmental pollution, and enhance the industrial value of diazo compounds.