Cinoxate (104-28-9)

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Suppliers

• Sigma-Aldrich - Cinoxate
  86.60 USD
• Fisher Scientific - Search for Cinoxate
• TCI - Search for Cinoxate

Most-cited Publications

• Acute photosensitivity from the sunscreen 2ethoxyethylpmethoxycinnamate (Contact Dermatitis, 1982)
• Photoallergic contact dermatitis to 2-ethoxyethyl-p-methoxycinnamate (Contact Dermatitis, 1987)
• Enhancing effects of cinoxate and methyl sinapate on the frequencies of sister-chromatid exchanges and chromosome aberrations in cultured mammalian cells. (Mutation Research, 1989)

Safety

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Alternate Names

• Giv-Tan F
• 2-ethoxyethyl-p-methoxycinnamate
• SMILES
  CCOCCOC(=O)C=CC1=CC=C(C=C1)OC
• InChIKey
  CMDKPGRTAQVGFQ-UHFFFAOYSA-N

External Links

• Pubchem - Cinoxate
• Wikipedia - cinoxate
  Cinoxate is an organic compound used as an ingredient in some types of sunscreens. It is an ester formed from methoxycinnamic acid and 2-ethoxyethanol. It is a slightly yellow viscous liquid that is insoluble in water, but miscible with alcohols, esters, and vegetable oils.

Synthesis

4-Methoxystyrene  +  2-Ethoxyethyl chloroformate (Heck terminal vinyl)

4-Methoxycinnamic acid  +  2-Chloroethyl ethyl ether (Ester from carboxilic acid(SN2))

Reactant  +  2-Ethoxyethanol (O-acylation)

Reactant  +  Chloroethane (Williamson ether)

Reactant  +  Methyl hydroperoxide (Dakin oxidation)

Reactant  +  4-Methoxybenzyl chloride (Wittig)

Reactant  +  4-Chloroanisole (Stille)

Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Synthesis of Cinoxate ›

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Cinoxate

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