P-Tolyl methyl ether

Bromine acetate has also been proposed310 as an intermediate species in the bromination of anisole, phenetole, and methyl p-tolyl ether by 2,4,6-tribromo-N-bromoacetanilide in acetic acid at 25 °C, since this latter compound was stable to both the ethers and to acetic acid, but in the presence of both, bromination of the ethers occurred, presumably via bromine acetate formed as in the equilibrium... 

SYNS p-CRESOL methyl ether p-cresyl METHYL ETHER FEMANo. 2681 p-METHOXY-TOLUENE 4-METHOXYTOLUENE 4-METHYL-l-METHOXYBENZENE 4-METHYLPHENOL METHYL ETHER METHYL-p-TOLYL ETHER p-TOLYL METHYL ETHER... 

AI3-07621 Anisole, p-methyl- Benzene, 1-methoxy-4-methyl- EINECS 203-253-7 FEMA Number 2681 HSDB 5363 Methyl 4-methylphenyl ether Methyl p-cresol Methyl p-cresyl ether Methyl p-methylphenyl ether Methyl p-tolyl ether Methyl-para-cresol NSC 6254 Toluene, 4-methoxy-. Oil mp = -32° bp = 175.5° = 0,969 ... 

Synonyms p-Cresol methyl ether p-Cresyl methyl ether Methoxy-1 methyl-4 benzene 1-Methoxy-4-methylbenzene 4-Methoxytoluene p-Methoxytoluene 4-Methylanisole Methyl p-cresol 4-Methyl-1-methoxybenzene 4-Methylphenol methyl ether Methyl-p-tolyl ether p-Tolyl methyl ether Classification Aromatic ether Empirical CsHioO... 

Methyl o-tolyl ether. See o-Methylanisole Methyl-p-tolyl ether. See p-Methylanisole Methyl p-tolyl ketone. See4 -Methyl acetophenone... 

It is well known that spontaneous resolution of a racemate may occur upon crystallization if a chiral molecule crystallizes as a conglomerate. With regard to sulphoxides, this phenomenon was observed for the first time in the case of methyl p-tolyl sulphoxide269. The optical rotation of a partially resolved sulphoxide (via /J-cyclodextrin inclusion complexes) was found to increase from [a]589 = + 11.5° (e.e. 8.1%) to [a]589 = +100.8 (e.e. 71.5%) after four fractional crystallizations from light petroleum ether. Later on, few optically active ketosulphoxides of low optical purity were converted into the pure enantiomers by fractional crystallization from ethyl ether-hexane270. This resolution by crystallization was also successful for racemic benzyl p-tolyl sulphoxide and t-butyl phenyl sulphoxide271. 

Ethylene glycol mono-p-tolyl ether. See Methyl phenoxyethanol Ethylene glycol nonyl phenyl ether. See Nonoxynol-1... 

Enantiomerically pure methyl phenyl sulfoxide and methyl p-tolyl sulfoxide in diethyl ether or dimethoxyethane were reacted with alkyllithium reagents. The exchange reactions were found to proceed with inversion of configuration at sulfur. The yields are somewhat variable, but Johnson s work did indicate that special procedures are necessary for the generation of hthium a-sulfinyl carbanions for use in other synthetic purposes for example, Johnson recommended the use of lithium dialkylamides as bases, since nucleophilic substitution can occur either on the neutral molecule or on the carbanion with alkyllithium reagents. 

Bexaoyl m-toIyl benzoate. M.p. 54°. Carbonate di-m-tolyl oarbrniate. M.p. 111°. Me ether methyl m-tolyl ether. B.p. 177°. 0 9766. EllwOg —> m-methoxybenzoic... 

NMR interpretation, 571-573 methyl p-ethylphenyl ether, 329 1-nitropropane, 569 propyl p-tolyl ether, 326 second-order, 570 three-signal, 563,564 nuclear magnetic resonance spectroscopy, 561-593 NMR, 581-587... 

A stirred mixture of methyl p-tolyl sulfoxide, molecular sieve 3 A as water scavenger, and methylene chloride treated dropwise with satd. ethereal HCl, and stirring continued 2 hrs. at room temp. -> diloromethyl p-tolyl sulfide. Y 77%. F. e. s. R. H. Rynbrandt, Tetrah. Let. 1971, 3553. 

The most extensive study of the effect of conditions upon the kinetics of bromination was made by Robertson et al.23l 279, who measured the rates of bromination of alkylbenzenes, acetanilide, aceto-p-toluidide, mesitylene, anisole and p-tolyl methyl ether in acetic acid at 24 °C. They found that at relatively high concentrations of bromine (A//40-M/100) the reaction is second-order in bromine, i.e. the rate equation is... 

In the course of this study, the authors determined /Lvalues for dibenzyl, methyl phenyl, methyl p-nitrophenyl, di-p-tolyl, di-isopropyl and tetramethylene sulphoxides and for diethyl, dipropyl and dibutyl sulphites. The /Lscales are applied to the various reactions or the spectral measurements. The /Lscales have been divided into either family-dependent (FD) types, which means two or more compounds can share the same /Lscale, family-independent (FI) types. Consequently, a variety of /Lscales are now available for various families of the bases, including 29 aldehydes and ketones, 17 carboxylic amides and ureas, 14 carboxylic acids esters, 4 acyl halides, 5 nitriles, 10 ethers, 16 phosphine oxides, 12 sulphinyl compounds, 15 pyridines and pyrimidines, 16 sp3 hybridized amines and 10 alcohols. The enthalpies of formation of the hydrogen bond of 4-fluorophenol with both sulphoxides and phosphine oxides and related derivatives fit the empirical equation 18, where the standard deviation is y = 0.983. Several averaged scales are shown in Table 1588. 

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