Phenyl Salicylate

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CAS
118-55-8
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98%
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Catalog Number

ACM118558-2

Product Name

Phenyl Salicylate

Structure

CAS

118-55-8

Photo-Fries Rearrangement of Phenyl Salicylate

Shinzawa H,et al. Vibrational Spectroscopy, 2015, 81: 131-135.

Phenyl salicylate is a commonly used UV filter. Changes in the spectral features were readily captured during the photo-induced chemical reaction of the phenyl salicylate by means of two-dimensional (2D) correlation spectroscopy. The photo-Fries rearrangement involves the transformation of molecules such as phenolic esters to hydroxy aryl ketones. This chemical reaction is important since the molecules generated by the rearrangement can be used as source for photoresist materials.
Reaction Mechanism
· When exposed to UV-irradiation, the majority of the phenyl salicylate predominantly undergoes photothermal degradation, generating oxides first.
· Further irradiation develops 2,20 -dihydroxybenzophenone followed by the production 2,40 -dihydroxybenzo-phenome.

Toxicity Assessment of Phenyl Salicylate as A Fragrance Ingredient

Lapczynski, A., et al. Food and chemical toxicology, 2007, 45(1), S472-S476.

Phenyl salicylate is a fragrance ingredient used in many fragrance compounds. It may be found in fragrances used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. A review summarizes the toxicology and dermatology of phenyl salicylate when used as a fragrance ingredient. Some important experimental results include:
· Acute toxicity: The acute oral LD50 of phenyl salicylate was evaluated in rats (10/dose). The acute LD50 was calculated to be 3.0 g/kg (95% CI 2.52-3.57 g/kg).
· Skin irritation: In a pre-test for a human maximization test, a 48 hour closed patch test was conducted on five healthy volunteers with 6% phenyl salicylate in petrolatum which were applied to the backs. No irritation was observed.
· Skin sensitization: A human maximization test was conducted with Phenyl salicylate. 6% phenyl salicylate in petrolatum under occlusion to the same site on the volar forearms of 25 healthy male and female volunteers for five alternate day 48-hour periods. No sensitization reactions were observed.

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