O-Methylbenzoic acid

Because cyano groups may be hydrolyzed to carboxylic acids (Section 20 19) the Sand meyer preparation of aryl nitriles is a key step m the conversion of arylammes to sub stituted benzoic acids In the example just cited the o methylbenzomtnle that was formed was subsequently subiected to acid catalyzed hydrolysis and gave o methylbenzoic acid in 80-89% yield... 

Similar treatment of an arenediazonium salt with CuCN yields the nitrile, ArCN, which can then be further converted into other functional groups such as carboxyl, for example, Sandmeyer reaction of o-methylbenzenediazonium bisulfate with CuCN yields o-methylbenzonitrile, which can be hydrolyzed to give o-methylbenzoic acid. This product can t be prepared from o-xvlene by the usual side-chain oxidation route because both methyl groups would be oxidized. 

Photochemical oxygen transfer reactions involving sulfoxides have also been documented. For example, a photochemical rearrangement of 2-nitrophenyl phenyl sulfoxide to 2-nitrosophenyl phenyl sulfone, and the inverse photoconversion of o-methylbenzoic acid have been reported. Finally, photochemical epimerizations of the sulfoxide centers... 

It is required to determine the height (h) of a bubble-column reactor and the outlet partial pressure of oxygen (A, pAout) for the hquid-phase oxidation of o-xylene to o-methylbenzoic acid the column diameter (D) is 1 m. The reaction is... 

Carboxylic acids can be converted into the corresponding peroxy acids using peroxydisulfate in the presence of a phase transfer catalyst in good to excellent yields . When o-methylbenzoic acid was treated with sodium peroxydisulfate in the presence of Ag(I)/Cu(It), the corresponding lactone was obtained in 56% yield. Acyl radicals were also trapped by quinohnes or alkenes in the presence of peroxydisulfate to give the products in high yields. 

The synthesis of homophthalic acids has been achieved by carboxylation of the dianion derived from o-methylbenzoic acids (82JCS(Pl)llll). Acetylation is hindered by substitution at the 5-position of the isochroman-l,3-dione and yields of the isocoumarins are reduced in these cases. Deuteration at C-4 can be achieved by deuterating the 4-carboxylic acid, followed by decarboxylation. 

The quantities to be calculated are (a) the fraction of the oxygen supplied that reacts, and (b) the corresponding rate of production of o-methylbenzoic acid in kmol per hour. There is also the question of whether an agitated tank is the most suitable reactor for this process. 

Changes in the steric requirements of the benzoic acid component of the ester did suggest a strong influence on the reactivity the reactions of ethylmagnesium bromide with the ethylesters of benzoic acid, o-methylbenzoic acid, and 2,4,6-trimethylbenzoic acid had relative rates of 1000 30 1. An interesting series studied in the same paper consisted of the... 

Beilstein Handbook Reference) AI3-15625 Benzoic acid, 2-methyl- BRN 1072103 EINECS 204-284-9 2-Methylbenzoic acid NSC 2193 o-Methylbenzoic acid Orthotoluic acid Toluic acid 2-Toluic acid o-Toluic acid o-Toluylic acid. Bxteriostat. Prisms or needles, mp = 103.7° bp = 259° d" = 1.062 Xm = 229,278 nm (c = 8460,1250, MeOH) insoluble in H2O, soluble In CHCI3, very soluble in EtOH, EtzO. Mitsubishi Gas. 

Methylbenzoic acid or o-methylbenzoic acid 4-Methylpentanoyl chloride... 

The liquid-phase oxidation of o-xylene into o-methylbenzoic acid by means of air... 

We noted previously that aldehydes such as benzaldehyde can be prepared by direct oxidation of the side chain in the reactant. It is also possible to go from the opposite direction and reduce a carboxylic acid to the corresponding aldehyde. In both cases, side-chain halogenation using hazardous chemicals is avoided. A one-step direct hydrogenation process has been developed by Mitsubishi using a Cr modified zirconia catalyst (Yokoyama et al., 1992), which is reported to give aldehyde selectivities of 80-97% in the hydrogenation of benzoic acid, o-methylbenzoic acid, w-phenoxybenzoic acid, dimethyl terephthalate, etc. 

Methylbenzoic acid. See p-Toluic acid m-Methylbenzoic acid. See m-Toluic acid o-Methylbenzoic acid. See o-Toluic acid p-Methylbenzoic acid. See p-Toluic acid 4-Methylbenzoic acid, ethyl ester. See Ethyl p-... 

CAS 118-90-1 EINECS/ELINCS 204-284-9 Synonyms 2-Methylbenzoic acid o-Methylbenzoic acid Orthotoluic acid o-Toluylic acid... 

How can o-toluic (o-methylbenzoic) acid be prepared from o-toluidine (o-methylaniline) ... 

The liquid-phase oxidation of o-xylene into o-methylbenzoic acid by means of air is to be carried out in a continuous stirred tank reactor at 13.8 bar and 160°C. A yearly production of o-methylbenzoic acid of 30,000 tons is required. For reasons of selectivity, the o-xylene conversion per pass has to be limited to 16 percent. An excess of 25 percent with respect to the stoichiometric requirements is chosen for the oxygen feed rate. The rate equation is of pseudo-first order with respect to oxygen ... 

---