1,3-Dioxolane Bearing Perfume and Herbicide Aldehyde Residues

Abstract

4-Methacryloyloxymethyl-1,3-dioxolanes substituted at the 2 position with perfume and herbicide aldehyde residues were synthesized either by acetalization or by transacetalization involving 2,3-dihydroxypropyl methacrylate. The effect of the 2-substituent of the dioxolane ring on the rate of hydrolysis was remarkable.

The synthesis and characterization of 1,2-O-cyclohexylidene-4-aza-8-aminooctane and some of its transition metal complexes

“…In this reaction BF 3 •OEt 2 was used as catalyst. In the second step, 1-chloro-2,3-O-cyclohexylidene and 1,4-diaminobutane were reacted to obtain 1,2-O-cyclohexylidene-4- (2). The structure of L was determined by a combination of elemental analyses, IR, UV-vis, 1 H, and 13 C NMR spectroscopy.…”

“…Compounds containing pendant 1,3-dioxolane groups have received much attention because of their use as solvents, additive compounds, and corrosion retardents, while polymers containing 1,3-dioxolane groups exhibit semiconducting behavior [1,2].…”

Preparation of Imidazolidin‐4‐ones and Their Evaluation as Hydrolytically Cleavable Precursors for the Slow Release of Bioactive Volatile Carbonyl Derivatives

“…Then, demineralized water (20-25 mL) was added to the residue, and the mixture extracted with ethyl acetate (3 ϫ 20-25 mL). The combined organic phases were dried with Na 2 SO 4 and concentrated, and the residue was dried under high vacuum (0.2 mbar, 1 h at room temperature) to give the imidazolidin-4-one, usually as a mixture of diastereomers.…”

“…[2] Although successfully applied under certain conditions, cyclic acetals or ketals [4] are generally too stable to efficiently release the correspond- Published in which should be cited to refer to this work.…”

Controlled Release of Volatiles under Mild Reaction Conditions: From Nature to Everyday Products

“…Precursors suitable for food applications, such as in instant beverages, chewing gums, and other foodstuffs, were obtained by condensation of the aldehydes with food-grade ingredients such as ethanol or glycols. [159][160][161][162] Acetals and ketals, in particular those formed by reaction of carbonyl compounds with glycerol (82-84, Scheme 28), [162][163][164] are also interesting for a variety of perfumery applications. The remaining free hydroxy group of the 1,3-dioxolanes serves as an anchor to link the pro-fragrances to various polymeric supports such as in 83 and 84.…”