6308-19-6Relevant academic research and scientific papers
Synthesis and Hydrolysis of Chemodegradable Cationic Surfactants Containing the 1,3-Dioxolane Moiety
Wilk, Kazimiera A.,Bieniecki, Albert,Burczyk, Bogdan,Sokolowski, Adam
, p. 81 - 85 (2007/10/02)
In acid-catalyzed reactions of long-chain aliphatic aldehydes (Ia-d where a = n-C7H15; b = n-C9H19; c = n-C11H23; d = n-C13H27), and tridecan-7-on (Ie) with 3-chloro-1,2-propane-diol, 2-alkyl- and 2,2-dihexyl-4-chloromethyl-1,3-dioxolanes (IIa-e) were obtained.They were reacted with anhydrous dimethylamine to obtain, respectively, 2-alkyl- and dimethylamines (IIIa-e), which were quaternized with methyl bromide to obtain the desired ammonium bromides (IVa-e).The structure and purity of the compounds was proved by mass spectrometry and proton magnetic resonance spectroscopy.Additionally, trimethylammonium bromide and trimethylammonium bromide were synthesized as nonaggregating standards.Hydrolysis reactions of the synthesized ammonium bromides were performed by 0.1 M hydrochloric acid in 1:1 (vol/vol) 1,4-dioxane-water mixtures at 50, 60 and 70 deg C.Rate constants of hydrolysis reactions were determined by observing carbonyl group formation at 280 nm.The hydrolytic reactivity of the studied surfactants (IVa-c,e) was determined under unaggregated conditions.Compound IVd showed decreased reactivity.The length of the 2-alkyl group has a minor effect on rate constant values.The influence of various substituents at the C-4 atom of the 2-nonyl-1,3-dioxolan-4-yl derivatives on rate constants was also investigated. KKEY WORDS: trimethylammonium bromides, trimethylammonium bromide, chemodegradable acetal-type cationic surfactants, kinetic and thermodynamic parameters of 1,3-dioxolane ring hydrolysis.
Percutaneous absorption enhancers, compositions containing same and method of use
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, (2008/06/13)
Novel 1,3-dioxolanes (1,3-dioxyacyclopentanes) are provided along with new 1,3-dioxolanes (1,3-dioxacyclopentanes) compositions which are useful in enhancing the absorption of therapeutic agents through the skin of humans and animals. The method for enhancing skin penetration of therapeutic agents using 1,3-dioxacycloalkanes is also described. The preferred compounds are 1,3-dioxolanes (1,3-dioxacyclopentanes) and 1,3-dioxanes (1,3-dioxacyclohexanes). The preferred compounds have the formula: STR1 wherein R, R0, R1, R2, R3, R4, R5 and R6 are each independently selected from hydrogen and C1 to C18 aliphatic groups, preferably alkyl, alkenyl, and the halo, hydroxy, carboxy, carboxamide and carboalkoxy substituted forms thereof, with at least one of said R's an alkyl or alkenyl group of C4 to C18 and n=0 or 1; the total number of carbon atoms in all of said R groups being no more than 40, and preferably less than 20 and not more than 1 thereof containing 18 or more carbon atoms.
Fragmentation of Cyclic Carboxonium Ions, IV. - Synthesis of β-Oxa-γ, δ-enones
Mattay, Jochen,Thuenker, Walter,Scharf, Hans-Dieter
, p. 1105 - 1117 (2007/10/02)
The proton-catalyzed fragmentation of 4-methylene-1,3-dioxolanes 2 by weak acids (pK > 4.3) or weak acidic ion exchangers leads in good yields to β-oxa-γ, δ-enones 5 which are thus easily and generally available for the first time.
