4-Methoxy-2-nitrophenol

By using the same molecular proportions the following m-nitrophenols were prepared in equally good yields from the corresponding m-nitroanilincs 3-methoxy-5-nitrophenol and 3-nitro-4,6-xylenol. In the former case it is advisable to use slightly more ice in the diazotization and add the diazonium solution to a mixture of equal volumes of sulfuric acid and water. 

The electrochemical behavior of the components of a commercial plant growth stimulator (Sviton) was studied. This included determination of o-nitrophenol, p-nitrophenol, 2-methoxy-5-nitrophenol and 2,4-dinitrophenol by differential pulse voltammetry at a hanging mercury drop electrode. The optimum conditions were established for their quantitation over the 1 x 10 7 to 1 x 10-5 M range516. 

The photohydrolysis of 2-fluoro-4-nitroanisole to 2-methoxy-5-nitrophenole is sensitized by benzophenone and completely quenched by sodium sorbate The excited state multiplicity in photoaminations has also been studied. Photolysis of mNA in liquid ammonia yields m-nitroaniline. If the amination is carried out in a large excess of benzophenone, 2-methoxy-4-nitroaniline is formed instead and thus an excited singlet state as reacting species is envisaged in the unsensitized photoamination loo.ioi). it may well be that uptake of the nucleophile present in high concentration successfully competes with intersystem crossing. 

Crich and Rumthao reported a new synthesis of carbazomycin B using a benzeneselenol-catalyzed, stannane-mediated addition of an aryl radical to the functionalized iodocarbamate 835, followed by cyclization and dehydrogenative aromatization (622). The iodocarbamate 835 required for the key radical reaction was obtained from the nitrophenol 784 (609) (see Scheme 5.85). lodination of 784, followed by acetylation, afforded 3,4-dimethyl-6-iodo-2-methoxy-5-nitrophenyl acetate 834. Reduction of 834 with iron and ferric chloride in acetic acid, followed by reaction with methyl chloroformate, led to the iodocarbamate 835. Reaction of 835 and diphenyl diselenide in refluxing benzene with tributyltin hydride and azobisisobutyronitrile (AIBN) gave the adduct 836 in 40% yield, along with 8% of the recovered substrate and 12% of the deiodinated carbamate 837. Treatment of 836 with phenylselenenyl bromide in dichloromethane afforded the phenylselenenyltetrahydrocarbazole 838. Oxidative... 

NiL2Py2 2-Methoxy-4-nitrophenolate trans Oh chelate ligand Oh B = py, H20, tmd 1504... 

This group covers aromatic nuclei bearing one nitro group most mono-nitro benzenes can be persuaded to detonate by a tetryl booster few are an immediate danger in the absence of other sources of energy. Calorimetric studies [1] suggest that nitroaryl compounds decompose by an autocatalytic mechanism, and thus stability may depend upon thermal history. Individually indexed compounds are 4-Acetoxy-3-methoxy-2-nitrobenzaldehyde, 3260 2-Amino-5-nitrophenol, 2309... 

The above iodides have been used as 1 -labelled building blocks in the preparations of [3-nC]tyrosine, (9-methyl[3-nC]tyrosine, /7-chloro[3-nC]phenylalanine and / -fluoro[3-JlC]phenylalanine by alkylations of glycine derivatives241. The [nC]ethyl ether derivatives (using sodium ethoxide as nucleophile) and 3-nitrophenyl-4-methoxy[(Z-nC]benzyl ether (using sodium 3-nitrophenolate) have been synthesized also, employing 4-methoxy(ar-14C)benzyl iodide 18324. ... 

Chloro 4 fluoro phenol flumiclorac 2 Chloro 4 fluoro 5 nitrophenol flumiclorac 1 Chloro 2 methoxy ethylene cloetocarb... 

Proximity effects between functional groups in the same molecule frequently render the properties of the molecule unusual. A well-known example concerns proximity interactions of acetylenic bonds. Thus, internally hydrogen-bonded o-hydroxy-phenylacetylene is more voiatile (b.p. 75 °C/15 mm) than its methoxy derivative (b.p. 90°C/15mm), which is reminiscent of the effect of the hydrogen bond in o-nitrophenol. 

C7H7N04 4-methoxy-2-nitrophenol 1568-70-3 25.00 1.3375 2 10827 C7H8N203 5-methoxy-2-nitroaniline 16133-49-6 20.00 1.2089 2... 

The synthesis of the 7-hydroxy-derivatives required 5-benzyloxy-2-nitro-phenol, hitherto unknown. An earlier procedure for the synthesis of the related 5-methoxy-2-nitrophenol [118] showed, that a selective direct nitration of such electronically overheated aromatics is impossible even with dilute aqueous nitric acid. In such a case, using a weaker and more selective N-electrophile like the nitrosyl cation or an equivalent for it should be helpful because a nitroso compound thus prepared can finally be oxidised to a nitro compound. However, special problems result from the insolubility of monobenzyl resorcinol in water which made a classical aqueous nitrosation procedure impossible. 

IUPAC Nomenclature of Phenols Section 9.1C (a) 2-methylphenol (b) 3-bromophenol (c) 4-ethylphenol (ortho, meta, and para in a,b,c respectively is correct also) d) 4-methoxy-2-nitrophenol... 

MeOsalen = N,N/-ethylenebis(5-methoxysalicylideneiminate) Me3tacn = /V,/V/,/V//-trimethyl-1,4,7-triazacyclononane MMAO = modified methylaluminoxane MMTP = l-methoxy-2-methyl-l-trimethylsiloxypropene MOCVD = metal organic chemical vapor deposition Ms = mesityl = 2,4,6-trimethylphenyl NBD = norbornadiene NBS = iV-bromosuccinimide NitOH = p-nitrophenol Np = 3-neopentyl OAc = acetate OBz = benzoate... 

Methoxybenzoxazol-2-one was obtained from 5-methoxy-2-nitrophenol in 75% yield by hydrogenation in methanol containing palladium-carbon at normal pressure and temperature followed by treatment of the intermediate product with triethylamine and bis(trichloromethyl)carbonate (ref.135). 

The first synthesis (left pathway) affording DIBOA started from a protected 2-nitrophenol [109]. The need to handle a free donor-substituted arylhydroxylamine reduces the yield distinctly and is a serious disadvantage. The second synthesis (middle left pathway), subject of a patent issued in 1975 to Hoffman-La Roche, is also starting from an appropriate orf/io-substituted nitrobenzene [110]. In both syntheses the hydroxamic acid is generated by reductive cyclisation and the hemiacetal by hydrolysis of a chloride precursor. However, only the second procedure is applicable to the synthesis of the 7-methoxy compound DIMBOA. Therefore, this principle has later been developed further. The strategy of the third synthesis (middle right pathway) is different [111]. After alkaline cyclisation of the dichloroacetamide precursor to the hemiacetal unit the hydroxamic acid is obtained by oxidation of the... 

The racemic form of the 6-thia analogue (193) of the antibiotic minocycline has been synthesized from 5-methoxy-2-nitrophenol and... 

Nitroanisole also undergoes nucleophilic photosubstitution in an alkaline medium (pH = 12) to yield 3-nitrophenolate by hydroxylation of the methoxy substituent. The rate of the reaction is sharply reduced in the presence of p-CD. The result is in agreement with a complete protection of the molecule from reaction, owing to inaccessibility of the reactive intermediate to hydroxide [310],... 

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