Ethers, 4-nitrophenyl

Nitrobenzyl alcohol n-Octyl-3-nitrophenyl ether Wide mass range depending on the glycol used. 

The /7-nitrophenyl ether was used for the protection of the anomeric position of a pyranoside. It is installed using the Konigs-Knorr process and can be cleaved by hydrogenolysis (Pd/C, H2, AC2O), followed by oxidation with ceric ammonium nitrate (81-99% yield). ... 

The parent compound 5 is formed by the reduction of bis(2-nitrophenyl) ether (4) with lithium aluminum hydride153,325 or electrochemically326 in 23 and 18% yield, respectively. 

The positive bromination of aromatics ethers was first studied by Bradfield et al.193 and by Branch and Jones194. The reaction of hypobromous acid in 75 % aqueous acetic acid with benzyl 4-nitrophenyl ether and 4-nitrophenetole at 20 °C was very rapid and approximately second-order193. The value of k2/[H+] remained constant in the [H+] range 0.005-0.090 M for the effect of added mineral acids on the bromination of 4-nitroanisole and 4-nitrophenetole (at 19.8 °C)194. The variation in reaction rate with the percentage of acetic acid in the medium was also studied and showed a large increase in the 0-10 % range with a levelling off at approximately 25 % acetic acid (Table 52) this was attributed... 

C7H 4C1N 54777-54-7) see Clemastine 2-chloroethyl 4-nitrophenyl ether (C HgClN03 3383-72-0) see Dofetilide 7V-(2-chloroethyl)-N -(5-nitro-2-thiazolyl)urea (CgH7ClN403S 3311-98-6) see Niridazole 7V-(2-chloroethyl)piperidine... 

C2 0H21NO5 Nitrophenyl ether Enzyme Mech Study (32) W152... 

A calorimetric study of reaction with sodium or potassium hydroxides in ethanol or 2-propanol is given. At starting temperatures below 70°C the product is the appropriate nitrophenyl ether above that temperature, reduction of the nitro groups may come into play, to give much more energy and a variety of other products. This reaction is inhibited by oxygen. There is potential for runaway if such reactions are operated industrially with poor temperature control. The editor suspects that the stimulus for this study was an accident which sprayed the German environment with 2-nitroanisole. 

The suitability of ethers derived from 1,4-dihydroxy-1,2,3,4-tetrahydro-naphthalene (DHTN) in the design of polymers susceptible to catalyzed thermolytic cleavage is demonstrated by the behavior of its bis-p-nitrophenyl ether derivative upon treatment by a trace of acid. Figure 2, curve A, shows the H-NMR spectrum of the starting compound, while curve B shows the product which is obtained upon addition of triflic acid. It is readily seen from these spectra that quantitative cleavage into naphthalene and p-nitrophenol is obtained as elimination occurs easily to afford the aromatic product. The driving force in this reaction is the facile aroma-tization which produces naphthalene. 

Photochemical Reactions of o-Nitrophenyl Ethers of Carbohydrates and Nucleosides... 

The formation of /7-nitro-AW-dimethylaniline (in addition to the expected p-nitrophenyl ether) in the reaction of nitrophenate ion with the alkoxyphosphonium salts (158) indicates the intermediacy of the relatively stable interconverting phos-phoranes (159). Loss of dimethylamide ion gives the salt (160), which subsequently undergoes SurAr reactions.142... 

The nucleophilic aromatic substitutions of 2-fluoro-4-nitroanisole with amines have been shown to be useful as biochemical photoprobes30. Nitrophenyl ethers such as 4-nitroveratrole and 3- or 4-nitroanisole have also been explored as possible photoaflinity labels31. 

Figure 1. Reaction forming 4-cresyl-4 -nitrophenyl ether from 4-chloronitrobenzene and potassium cresoxide in chlorobenzene at 125 catalyzed by PEGM 5000, PVP-X, or Bu NBr.

Figure 4. Preparation of the bis-(4-nitrophenyl) ether of bisphenol A via reaction of bisphenol A disodium salt with 4-chloronitrobenzene. Bis salt = biS (4 dihexylaminopyridinium) decane dibromide. Mono salt = N-(2-ethylhexyl) 4-dihexylaminopyridinium mesylate.

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