2-Ethylhexyl-/>-methoxycinnamate

Figure 9.8 UV-visible spectra of some of the active (i.e. sun blocking) components within commercially available sun creams. OMC = ethylhexyl methoxycinnamate...

Spectrally related to anticipated protection. In practice, the spectral profiles before and after exposure are compared and any changes are interpreted as photoinstability. This is a very crude analysis, not allowing one to identify reversible transformations, which after an equilibration phase may lead to stable systems (e.g., ethylhexyl methoxycinnamate [EHMC, formerly OMC (octyl methoxycinnamate)]. Because it gives an overall profile, it is also not possible, in the case of complex mixtures, to know which filter is doing what. 

Figure 2 Isomerization of ethylhexyl methoxycinnamate. Synthetic material is over 98% trans, upon exposure rapid isomerization leads to a photostationary state about 40% trans and 60% cis.

Figure 8 Structures of the main isomers resulting from 2 + 2 addition of ethylhexyl methoxycinnamate to itself. Note that only the trans isomers are involved.

Figure 9 Structures resulting from 2 + 2 addition of ethylhexyl methoxycinnamate...

Ethylhexyl methoxycinnamate 2-Ethylhexyl p-methoxycinnamate Ethylhexyl p-methoxycinnamate 2-Ethylhexyl 3-(4-methoxyphenyl)-2-propenoate. See Octyl... 

Octyl methacrylate. See 2-Ethyl hexyl methacrylate Octyl methoxycinnamate CAS 5466-77-3 EINECS/ELINCS 226-775-7 Synonyms 2-Ethylhexyl methoxycinnamate 2-Ethylhexyl p-methoxycinnamate Ethylhexyl p-methoxycinnamate 2-Ethylhexyl 3-(4-methoxyphenyl)-2-propenoate 3-(4-Methoxyphenyl)-2-propenoic acid, 2-ethylhexyl ester... 

Most of the UV filters (inorganic and organic compounds) authorized by the legislation of different countries have been determined in the published procedures. A relatively high number of analytical methods have been proposed covering the determination of UV filters in cosmetics. The most commonly studied UV filters are benzophenone-3, ethylhexyl methoxycinnamate, ethylhexyl dimethyl PABA and butyl methoxydibenzoyhnelhane, among others. 

Chem. Descrip. Water, ethylhexyl methoxycinnamate, glycerin, ethylhexyl salicylate benzophenone 3, cetearyl alcohol, ceteareth 20, glyceryl stearate, PEG 100 stearate, steareth-2, dimethicone, phospholipids, ceteth-24, choleth-24, phenoxy-ethanol... 

Perfumes, Flavors, Cosmetics, and Soap. Many naturally occurring esters in essential oils and some synthetic esters are important fragrance and flavor compounds (61,62). They are used in perfumes, flavors, cosmetics, soaps, detergents, and air fresheners. Benzyl, butyl, ethyl, methyl, and phenyl esters of benzoic acid are used as flavors, perfumes, and food preservatives. Glyceryl 4-aminobenzoate [136-44-7] and 2-ethyUiexyl 4-dimethylaminobenzoate [21245-02-3] are used in cosmetic sunscreen preparations. Alkyl esters of 4-hydroxybenzoic acid, called parabens, have been used under various names for fungus infections of the skin, and as preservatives in lotions and creams (101). Soap and cosmetic fragrances use large amounts of amyl and benzyl saHcylate. Benzyl saHcylate [118-58-1] is also used in deodorant sprays. 2-Ethylhexyl saHcylate [118-60-5] and 2-ethylhexyl 4-methoxycinnamate [5466-77-3] are used in sunscreen formulations (102). 

Two UV filters (used to block UV-rays in sunscreens and other products), octyl-p-methoxycinnamate and octyl-dimethyl-p-aminobenzoate, reacted with chlorine, producing chlorine-substituted compounds as intermediates that finally cleaved to smaller ester products [121]. Some of the identified octyl-p-methoxycinnamate DBPs showed weak mutagenic properties. Chlorinated and brominated intermediates were formed during chlorination of 2-ethylhexyl-4-(dimethylamine)benzoate and 2-hydroxy-4-methoxybenzophenone, with trichloromethoxyphenol the most abundant DBP [122]. 

C18H2603 2 ethylhexyl trans-4-methoxycinnamate 83834-59-7 471.15 41.119 2 31063 C18H35F trans-1-fluoro 1-octadecene 66292-49-7 614.67 55.004 2... 

To our knowledge no further information about the environmental persistence and the environmental fate for 4-methoxycinnamic acid 2-ethylhexyl ester, benzyl benzoate, benzophenone, dibenzyl ether and thymol are available. Nevertheless, due to their source specificity, these compounds are appropriate candidates for the application as anthropogenic markers in the case of sufficient persistence. 

In addition numerous compounds were detected which may serve as potential anthropogenic markers with respect to their source specifity and environmental persistence. Plasticizers (alkylsulfonic acid aryl esters, tributyl and tricresyl phosphates), synthetic fragrances (galaxolide, tonalide, 4-oxoisophorone) and additives of personal care products (4-methoxycinnamic acid 2-ethylhexyl ester, benzyl benzoate, dibenzyl ether, benzophenone) occurred due to sewage treatment plant effluents and reflect therefore an anthropogenic contamination of the particulate riverine matter, even in marine systems. 

Scaha S, Casolari A, laconinoto A, Simeoni S. 2002. Comparative studies of the influence of cyclodextrins on the stability of the sunscreen agent, 2-ethylhexyl-p-methoxycinnamate. Journal of Pharmaceutical and Biomedical Analysis 30(4) 1181-1189. 

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