Phenyl salicylates

Colourless crystals m.p. 174 C. It is obtained by the action of heat on phenyl salicylate. It may be reduced to xanthene. It is the parent substance of the xanthone group of dyestuffs. 

Phenyl salicylate upon heating alone yields xanthone the latter is reduced by sodium amalgam to xanthhydrol ... 

In a 250-ml. flask attached to a Vigreux column 30 cm. in over-all length ("Note 1) a mixture of 42.8 g. (0.2 mole) of phenyl salicylate ( Salol, m.p. 42-43°), 26.7 g. (0.25 mole) of o-tolui-dine, and 60 g. of 1,2,4-trichlorobenzene (m.p. 15-16°), is heated at the boiling point, so that the phenol formed slowly distils. The temperature rises from 183° to 187° during the first hour, and 22-23 g. of distillate is collected. Heating is continued until the temperature rises to 202° and a total of 45-46 g. of distillate has been collected (Note 2). The flask is then removed, and to it are added 3 g. of Norite and 10 nil. of trichlorobenzene. The mixture is heated to boiling and filtered hot by suction. The... 

Salicyl-u-toluide has been prepared only by the action of phosphorus oxychloride upon a mixture of salicylic acid and o-toluidine. The useful methods of preparation of salicylanilide are by the interaction of salicylic acid and aniline in the presence of phosphorus trichloride, by heating phenyl salicylate and aniline, and from o-hydroxybenzamide and bromobenzene in the presence of small amounts of sodium acetate and metallic copper. A number of these and other anilides have been described. ... 

Phenyl salicylate (Salol) [118-55-8] M 214.2, m 41.8-42.6 , pK s,-9.9. Fractionally crystd from its melt, then crystd from benzene. 

Further improvement in light stability may be achieved by addition of small quantities of ultraviolet absorbers. Typical examples include phenyl salicylate, 2,4-dihydroxybenzophenone, resorcinol monobenzoate, methyl salicylate and stilbene. 

Small amounts of stabiliser (1-5%) are normally added to improve weather resistance. These materials are the usual ultraviolet light absorbers such as phenyl salicylate and various benzoates. Triphenyl phosphate also has a beneficial influence. 

UV absorbers have been found to be quite effective for stabilization of polymers and are very much in demand. They function by the absorption and harmless dissipation of the sunlight or UV-rich artificial radiation, which would have otherwise initiated degradation of a polymer material. Meyer and Geurhart reported, for the first time in 1945 [10], the use of UV absorber in a polymer. They found that the outdoor life of cellulose acetate film was greatly prolonged by adding phenyl salicylate (salol) [10]. After that, resorcinol monobenzoate, a much more effective absorber, was introduced in 1951 [11] for stabilization of PP, but salol continued to be the only important commercial stabilizer for several years. The 2,4-dihydroxybenzophenone was marketed in 1953, followed shortly by 2-hydroxy-4-methoxybenzophenone and other derivatives. Of the more commonly known UV absorbers, the 2-hydroxybenzophenones, 2-hy-droxy-phenyl-triazines, derivatives of phenol salicylates, its metal chelates, and hindered amine light stabilizers (HALS) are widely used in the polymer industry. 

When aryl acrylates and phenyl salicylates react with aliphatic aldehydes in the presence of DABCO, the normal Baylis-Hillman product (39) often reacts further to give the acetal (40) <96TL1715,96TL3755>. 

Polyvinylacetate Polymethylmethacrylate Propylene carbonate o-Terphenyl Phenyl salicylate... 

As the majority of stabilisers has the structure of aromatics, which are UV-active and show a distinct UV spectrum, UV spectrophotometry is a very efficient analytical method for qualitative and quantitative analysis of stabilisers and similar substances in polymers. For UV absorbers, UV detection (before and after chromatographic separation) is an appropriate analytical tool. Haslam et al. [30] have used UV spectroscopy for the quantitative determination of UVAs (methyl salicylate, phenyl salicylate, DHB, stilbene and resorcinol monobenzoate) and plasticisers (DBP) in PMMA and methyl methacrylate-ethyl acrylate copolymers. From the intensity ratio... 

Kalampounias, A. G., Yannopoulos, S. N., Steffen, W., Kirillova, L. I., Kirillov, S. A., Short-time dynamics of glass-forming liquids Phenyl salicylate (salol) in bulk liquid, dilute solution, and confining geometries, J. Chem. Phys., 118, 8340-8349 (2003). 

Toma and coworkers have described the solvent-free synthesis of salicylanilides from phenyl salicylate or phenyl 4-methoxysalicylate and substituted anilines (Scheme 6.155) [302]. By exposing an equimolar mixture of the ester and the amine to microwave irradiation at 150-220 °C for 4—8 min under open-vessel conditions, good yields of the corresponding salicylanilides were obtained. This synthesis was carried out on a multigram scale (0.1 mol). 

Phenyl-1 -propanone 1 - Pheny 1-2-propanone Phenyl salicylate Phenyl vinyl ether Phthalamide 1.3- Phthalic acid 1.4- Phthalic acid Phthalic anhydride Phthalonitrile Piperidine 14.85... 

Another source pressure cooked the peyote in acidic water 15 minutes at 15 lbs. and poured off the liquid. This process was repeated 5 more times and the combined water extracts evaporated slowly to a tar which is cooled until able to be formed into small pills. The pills are dipped in Salol (phenyl salicylate), which has been liquified by heating, and allowed to dry. This forms an enteric coating which is said to allow ingestion without nausea. Others... 

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