184579-11-1

Basic information

• Product Name: Propanoic acid, 2-(acetyloxy)-2-(phenylazo)-, ethyl ester
• CAS NO: 184579-11-1
• Molecular Formula: C13H16N2O4
• Molecular Weight: 264.281
• Mol File: 184579-11-1.mol

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-(acetyloxy)-2-(phenylazo)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-(acetyloxy)-2-(phenylazo)-, ethyl ester(184579-11-1)
• EPA Substance Registry System: Propanoic acid, 2-(acetyloxy)-2-(phenylazo)-, ethyl ester(184579-11-1)

Safety Data

• Hazardous Substances Data: 184579-11-1(Hazardous Substances Data)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 13732-34-8 ethyl α-(Z-phenylhydrazono)propionate 
• 13732-33-7 ethyl α-(E-phenylhydrazono)propionate 

Downstream Products

• 184579-16-6 2-Hydroxy-2-phenylazo-propionic acid ethyl ester 

Relevant articles and documents

Oxidation of hydrazones by hypervalent organoiodine reagents: Regeneration of the carbonyl group and facile syntheses of α-acetoxy and α-alkoxy azo compounds

Various hydrazone derivatives of α-keto esters were prepared. The carbonyl group was readily regenerated in high yield from phenylhydrazones through oxidative hydrolysis using hypervalent organoiodine(III) reagents either bis(trifluoroacetoxy)-iodobenzene (BTIB) in aqueous acetonitrile or hydroxy(tosyloxy)iodobenzene (HTIB) in chloroform. α-Acotxy phenyl- or methylazo compounds were readily synthesized by oxidation of the corresponding hydrazones with iodobenzene diacetate (IBDA) in dichloromethane or acetic acid. α-Methoxy phenyl- or methylazo compounds were also prepared by oxidation of the hydrazones in methanol. The mechanisms of the oxidation reactions are discussed.