21434-37-7

Basic information

• Product Name: 2-diazo-1-(3,5-dinitrophenyl)ethanone
• Synonyms: 2-diazo-1-(3,5-dinitrophenyl)ethanone
• CAS NO: 21434-37-7
• Molecular Weight: 236.144
• Mol File: 21434-37-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-diazo-1-(3,5-dinitrophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-diazo-1-(3,5-dinitrophenyl)ethanone(21434-37-7)
• EPA Substance Registry System: 2-diazo-1-(3,5-dinitrophenyl)ethanone(21434-37-7)

Safety Data

• Hazardous Substances Data: 21434-37-7(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 99-34-3 3,5-dinitrobenzoic acid 

Downstream Products

• 1449223-80-6 C₈H₄N₂O₅ 
• 21443-54-9 C,C'-bis-(3,5-dinitro-phenyl)-C,C'-(2-oxy-furazan-3,4-diyl)-bis-methanone 

Relevant articles and documents

Amination of phenylketene revisit. Substituent effect on reactivity

The asymmetric stretching frequencies of the ketene group of the m,p-substituted phenylketenes were found to be correlated with σ The substituent effects for the second-order rate constants of phenylketenes with various amines were not correlated linearly

PREPARATION OF PHOSPHONOMETHYL ETHERS DERIVED FROM 2-PHENYLETHANOL AND ITS AMINO DERIVATIVES

A series of compounds derived from the acyclic nucleoside antiviral 9-(2-phosphonomethoxyethyl)adenine (PMEA), in which the adenine ring is replaced by phenyl, 4-aminophenyl, 3-aminophenyl or 3,5-diaminophenyl group, has been prepared starting from the corresponding phenethyl alcohols. 2-(3-Aminophenyl)ethanol was prepared from 3-nitrobenzoyl chloride using the Arndt-Eistert reaction.The primarily formed diazoketone Ia was converted into ethyl 3-nitrophenyl acetate (IIa) which on catalytic hydrogenation afforded ethyl 3-aminophenylacetate (IIIa).Compound IIIa was reduced with lithium aluminium hydride to give 2-(3-aminophenyl)ethanol (IVa). 2-(3,5-Diaminophenyl)ethanol (IVb) was prepared analogously from 3,5-dinitrobenzoyl chloride.After protection of the amino grpup with dimethylaminomethylene group, the alcohol IVa was converted to diisopropyl 2-(3-aminophenyl)ethoxymethylphophonate (XII) by reaction with sodium hydride and diisopropyl p-toluenesulfonyloxymethanephosphonate, followed by deprotection of the amino group by treatment with ammonia.Reaction of diisopropyl ester XII with bromotrimethylsilane gave free 2-(3-aminophenyl)ethoxymethylphosphonic acid (XVII).The same procedure, applied to the corresponding aminophenethyl alcohols, afforded: 2-(4-aminophenyl)ethoxymethylphosphonic acid (XVI) and 2-(3,5-diamonophenyl)ethoxymethylphosphonic acid (XVIII).The synthesized compounds were tested in vitro on cell cultures for the cytostatic and antiviral activity (HSV-1, HSV-2, VSV, VZV, CMV).No antiviral activity has been found for any of the compounds.