Anisole phenol

Derbyshire and Waters202 carried out the first kinetic study, and showed that the chlorination of sodium toluene-m-sulphonate by hypochlorous acid at 21.5 °C was catalysed more strongly by sulphuric acid than by perchloric acid and that the rate was increased by addition of chloride ion. A more extensive examination by de la Mare et al.203 of the rate of chlorination of the more reactive compounds, anisole, phenol, and />-dimethoxybenzene by hypochlorous acid catalysed by perchloric acid, and with added silver perchlorate to suppress the formation of Cl2 and C120 (which would occur in the presence of Cl" and CIO-, respectively),... 

Finally, Jessop and coworkers describe an organometalhc approach to prepare in situ rhodium nanoparticles [78]. The stabilizing agent is the surfactant tetrabutylammonium hydrogen sulfate. The hydrogenation of anisole, phenol, p-xylene and ethylbenzoate is performed under biphasic aqueous/supercritical ethane medium at 36 °C and 10 bar H2. The catalytic system is poorly characterized. The authors report the influence of the solubility of the substrates on the catalytic activity, p-xylene was selectively converted to czs-l,4-dimethylcyclohexane (53% versus 26% trans) and 100 TTO are obtained in 62 h for the complete hydrogenation of phenol, which is very soluble in water. 

Unreacted Starting Material Anisole" Me- Anisoles DiMe- Anisoles Phenol" Cresols Xylenols... 

The reaction of an azepinium ion (3), generated in situ, with a number of aromatic substrates (benzene, anisole, phenol, furan and thiophene) usually gave aryl-2//-azepines [e.g. (4) from benzene] as the major products.7 In the case of reaction with pyrrole, however, a ring-opened compound (5) was the major product. Some condensed thiophenes have been shown8 to give products of substitution at C(l). For example, (6a) gave (6b) on diazo coupling. 

Metal fragments of the form (TpRe(CO)(L), in which L = Melm or NH3, have the ability to bind substituted benzenes in an 2-fashion. The fragment having L = Melm has seen more application because of difficulties associated with the synthesis and isolation of aromatic complexes having L = NH3. Anisoles, phenols, and naphthalenes all form thermally stable -complexes when stirred in excess (10-25 equiv.) with TpRe(CO)(MeIm)( /2-benzene) in THF. The complexes are typically isolated by precipitation from hexanes. The benzene complex can be prepared by direct reduction of the Re(III) precursor, TpRe(MeIm)(Br)2, with Na° in benzene under one atmosphere of CO [35]. 

In the absence of hydrogen fluoride catalysis, anisole. phenol, 2-naphthol, 1,2-dimethoxybenzene, 1,2-dihydroxybenzene and 1,3-dihydroxybcnzene react with xenon difluoride to give monosubstituted products in fair to good yield (Table 15). ... 

Besides the halo-subsituted Z derivatives, the Msz group, a group that is based on the safety-catch principle, is of potential interest for particular synthetic tasks as it is stable toward acidic and basic reaction conditions, but it is readily cleaved in a one-pot procedure with silicon tetrachloride/TFA in the presence of scavengers such as anisole, phenols, sulfides, selenides, and thiols. 

The reaction of propargyl alcohols with dicobalt octacarbonyl to give the complex salts 148 (X = BF4 or PF6) and synthetic uses of the latter have been reviewed. The salts react with electron-rich aromatic compounds ArH, such as anisole, phenol or N,N-dimethylaniline, to yield substitution products 149 after oxidative demetallation with an iron(III) or cerium(I V) salt with j5-diketones or j -keto esters the corresponding propargyl-substituted compounds 150 are obtained k Acetone reacts in an analogous fashion to give 151. The action of the cobalt complexes 148 on allylsilanes 152 leads to enynes 153. Indole reacts with the complex 148 (R = H R = R = Me) in the presence of boron trifluoride etherate to give 154, which was converted into 155 by the action of iron(III) nitrate " ... 

Phenol, 3,4-(methylenedioxy). See Sesamol Phenol, 2,2 -((1-methyl-1,2-ethanediyl) bis (nitrilomethylidyne)) bis-. SeeN,N -Disalicylidene-1,2-propanediamine Phenol methyl ether. See Anisole Phenol, 2-(1-methylethyl)-. Seeo-Isopropylphenol... 

Tetrahydrofuran treated a few min. with diborane and iodine at room temp, and the intermediate boric acid ester treated with water 4-iodobutan-l-ol. Y 90%. — Similarly Anisole phenol. 1 mole diborane cleaves 6 moles ether. Large excesses of reagents are unnecessary and should be avoided. Metal boron hydrides are comparable in reactivity to diborane. Bromine and interhalogen compounds such as iodine chloride react more vigorously but are in general less convenient. L. H. Long and G. F. Freeguard, Nature 207, 403 (1965). 

Methylation of phenol is commonly used to produce o-cresol and 2,6-xylenol. It is carried out in the gas phase at slightly increased pressure and temperatures of from 300 to 400 °C with AI2O3 catalysts in multitubular reactors. After removing the water, subsequent distillation separates the dried mixture into the products anisole/phenol, 99%-pure o-cresol and 2,6-xylenol. Phenol and anisole are recycled. Higher alkylated phenols can be recovered from the distillation residue. 

The direct allylation of aromatic compounds such as benzene, toluene, p-jylene, anisole, phenol, and heterocycles was performed by Nishibayashi using allylic alcohol and bridged dirutheniun complexes. ... 

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