O Methylbenzyl alcohol

B. o-Methylbenzyl alcohol. A solution of 5 g. (0.12 mole) of sodium hydroxide in 50 ml. of water is added to a solution of 16.4 g. (0.1 mole) of 2-methylbenzyl acetate (prepared as described above, part A) in 50 ml. of methanol contained in a 250-ml. round-bottomed flask fitted with a reflux condenser. The mixture is boiled under reflux for 2 hours, cooled, diluted with 50 ml. of water, and extracted with three 75-ml. portions of ether. The combined ether solutions are washed with 50 ml. of water and 50 ml. of saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is removed by distillation, finally at reduced pressure to remove the last traces of methyl alcohol, and the residue is dissolved in 50 ml. of boiling 30-60° petroleum ether. The colorless crystals obtained on cooling, finally in the ice bath, are collected by suction filtration, washed with a few milliliters of cold petroleum ether, and air-dried. Concentration of the mother liquors to 6-7 ml. and cooling gives an additional crop. The total yield of product melting between 33-34° and 35-36° is 11.6-11.8 g. (95-97%) (Note 7). 

Kinetic and mechanistic investigations on the o-xylene oxidation over V205—Ti02 catalysts were carried out by Vanhove and Blanchard [335, 336] using a flow reactor at 450°C. Possible intermediates like o-methyl-benzyl alcohol, o-xylene-a,a -diol, toluic acid and phthalaldehyde were studied by comparing their oxidation product distribution with that of toluene. Moreover, a competitive oxidation of o-methylbenzyl alcohol and l4C-labelled o-xylene was carried out. The compounds investigated are all very rapidly oxidized, compared with o-xylene, and essentially yield the same products. It is concluded, therefore, that these compounds, or their adsorbed forms may very well be intermediates in the oxidation of o-xylene to phthalic anhydride. The ratio in which the partial oxidation products are formed appears to depend on the nature of the oxidized compounds, i.e. o-methylbenzyl alcohol yields relatively more phthalide, whereas o-xylene-diol produces detectable amounts of phthalan. This... 

During the workup of the o-xylene oxidation run, a strong lachrymator made its presence felt. This was probably a-bromo-o-xylene, although it was not detected in the low voltage mass spectrum. We suspected that a strong peak at mass 104, undoubtedly caused chiefly by a fragment ion derived from o-methylbenzyl alcohol by loss of H20 (I), might also contain a contribution from benzocyclobutene from the interaction of a-bromo-o-xylene with the indium tube used to introduce samples into the spectrometer. To test this possibility, benzyl bromide and a-bromo-o-xylene were run separately under the same conditions. 

Benzylmagnesium halides, CjHjCHjMgX, react abnormally with formaldehyde to yield o-methylbenzyl alcohol (55%). When one or/Ao position is blocked by a methyl group, the rearrangement takes place to the other ortho position, The influence of structure on this rearrangement has been extensively studied. ... 

Evidence for the formation of maleic anhydride only from the C-atoms of the aromatic ring has been obtained by Blanchard and Vanhove, who found no incorporation of radioactivity in the maleic anhydride formed from the oxidation of o-xy ene (methyl- C) or phthalic anhydride (- CO-) over V2O5 at 420-470 °C. A subsequent investigation by these authors was undertaken to elucidate the reaction pathways involved in the formation of the intermediates o-tolualdehyde, o-toluic acid and phthalide. A competitive oxidation of inactive o-methylbenzyl alcohol and o-xylene (methyl-... 

Methyl benzyl alcohol. SeeCresyl alcohol o-Methylbenzyl alcohol CAS 98-85-1 EINECS/ELINCS 202-707-1 UN 2937 (DOT) FEMA 2685 Synonyms Benzenemethanol, a-methyl- Ethanol, 1-phenyl- Methyl phenylcarbinol Methylphenylmethanol a-Phenethyl alcohol s-Phenethyl alcohol 1-Phenylethanol a-Phenylethyl alcohol Phenylmethylcarbinol Styrallyl alcohol Styralyl alcohol Empirical CsHioO Formula C6H5CH(CH3)OH Properties Colorless liq. mild floral odor sol. in alcohol, glycerol, min. oil, oxygenated and hydrocarbon soivs. si. sol. in water m.w. 122.17 dens. 1.009-1.014 vapor pressure 0.1 mm (20 C) ... 

Methoxypropyl formamide Methylamine N-Methylaniline Methyl behenate o-Methylbenzyl alcohol 2-Methyl-1-butanol Methyl caproate Methylcyclohexanol acetate N-Methylcyclohexylamine N-Methylethanolamine Methylhydrazine Methyl-(S)-lactate 3-Methylpentane Methyl phthalyl ethyl glycolate 1-Methylpiperidine 2-Methylpropanal Mixed terpenes Naphtha, heavy aliphatic Naphtha, heavy alkylate Naphtha, heavy aromatic Naphtha, hydrodesulfurized heavy Naphtha, hydrotreated heavy Naphtha, hydrotreated light Naphthalene Naphtha, light aliphatic Naphtha, light alkylate Naphtha, solvent-refined light Naphthenic acid Naphthol spirits Neoheptane... 

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