Cetyltrimethylammonium salts

Observations on the Properties of Cetyltrimethylammonium Salts of some Acidic Polysaccharides, ... 

Both the binary azide Mn(N3)2, which, of course, detonates readily, and the tetrakis anion [Mn(N3)4]2 are known.110 The latter has been isolated as the NEC salt from various non-aqueous solvents and the n-cetyltrimethylammonium salt precipitates from aqueous solutions of the former. Products obtained have been described as light grey the evidence for a monomeric tetrahedron is so far only IR the compounds are light sensitive, turning brown. They are insensitive to shock, but do detonate in a flame. 

The reagent forms water-insoluble cetyltrimethylammonium salts with acidic polysaccharides which are useful for isolation and purification of such substances. - It is an effective precipitant for sulfated carbohydrates, even of sugar sulfates of low molecular weight. For acidic, nonsulfated polysaccharides molecular weight is important, since the salts of simple uronic acids are water soluble. Wolfrom- purified commercial heparin through the cetyltrimethylammonium salt to a product readily convertible into the crystalline barium acid salt. 

Ouarti, N., Marques, A., Blagoeva, I., Rausse, M.-F. Optimization of micellar catalysis of nucleophilic substitution in buffered cetyltrimethylammonium salt solutions. 1. Buffers for the 9-10 pH range. Langmuir 2000, 76(5), 2157-2163. 

Martin [25] has also shown that ammonium salts display similar behavior. [Cetyltrimethylammonium]2[ZnCl4], for example, first melts to an Sc-type liquid crystal at 70 °C and then to an S -type mesophase at 160 °C. The broad diffraction features observed in the liquid-crystalline phases are similar to those seen in the original crystal phase and show the retention on melting of some of the order originating from the initial crystal, as shown in Figure 4.1-6. 

Fig. 10.8 A where the R substituents are alkyl or heterocyclic radicals to give compounds such as cetyltrimethylammonium bromide (cetrimide), cetylpyridinium chloride and benzalkonium chloride. Inspection of the stmctures of these compounds (Fig. 10.8B) indicates the requirement for good antimicrobial activily of having a chain length in the range Cg to Cig in at least one of the R substituents. In the pyridinium compounds (Fig. 10.8C) three of the four covalent links may be satisfied by the nitrogen in a pyridine ring. Polymeric quaternary ammonium salts such as polyquatemium 1 are finding increasing use as preservatives.

The metal-catalysed autoxidation of alkenes to produce ketones (Wacker reaction) is promoted by the presence of quaternary ammonium salts [14]. For example, using copper(II) chloride and palladium(II) chloride in benzene in the presence of cetyltrimethylammonium bromide, 1-decene is converted into 2-decanone (73%), 1,7-octadiene into 2,7-octadione (77%) and vinylcyclohexane into cyclo-hexylethanone (22%). Benzyltriethylammonium chloride and tetra-n-butylammo-nium hydrogen sulphate are ineffective catalysts. It has been suggested that the process is not micellar, although the catalysts have the characteristics of those which produce micelles. The Wacker reaction is also catalysed by rhodium and ruthenium salts in the presence of a quaternary ammonium salt. Generally, however, the yields are lower than those obtained using the palladium catalyst and, frequently, several oxidation products are obtained from each reaction [15]. 

To obtain a true k in MEEKC, it is important to trace the migration of the pseudostationary phase accurately. Sudan III, timepidium bromide, and quine, which have generally been used as tracers for micelles in MEKC, could not be employed as tracers for microemulsions consisting of sodium dodecylsulfate salt (SDS) or cetyltrimethylammonium bromide (CTAB), n-butanol and heptane (12). An iteration method based on a linear relationship between log k and the carbon number for alkylbenzenes (13) seems to provide a reasonable value of the migration time of the microemulsions. Dodecylbenzene shows a migration time larger than the value calculated by the iteration method and those of other hydrophobic compounds, such as phenanthrene, fluoranthrene, and Sudan III (Table 1). Methanol and ethanol were used as tracers for the aqueous phase. 

A detailed study of the structure of the aggregates of the ionic surfactants in polyelectrolyte networks was presented in Refs. [66,68]. The dynamics of the changes in the microenvironment of the fluorescent probe, pyrene, in slightly crosslinked networks of poly(diallyldimethylammonium bromide) (PDADMAB) during diffusion of sodium dodecyl sulfate (SDS) in the gel phase has been investigated by means of fluorescence spectroscopy. In Ref. [66], an analogous investigation was reported for complexes formal by the sodium salt of PMAA with cetyltrimethylammonium bromide (CTAB). 

Synthesis of MCM-41 with Additives. The hydrothermal crystallization procedure as described earlier [10] was modified by adding additional salts like tetraalkylammonium (TAA+) bromide or alkali bromides to the synthesis gel [11]. Sodium silicate solution ( 14% NaOH, 27% Si02) was used as the silicon source. Cetyltrimethylammonium (CTA) bromide was used as the surfactant (Cl6). Other surfactants like octadecylltrimethylammonium (ODA) bromide (C,8), myristyltrimethylammonium (MTA) bromide (C,4) were also used to get MCM-41 structures with different pore diameter. Different tetralkylammonium or alkali halide salts were dissolved in little water and added to the gel before addition of the silica source. The final gel mixture was stirred for 2 h at room temperature and then transferred into polypropylene bottles and statically heated at 100°C for 4 days under autogeneous pressure. The final solid material obtained was washed with plenty of water, dried and calcined (heating rate l°C/min) at 560°C for 6 h. 

A quantitative assessment of the effects of head group bulk on, S k2 and E2 reactions in cationic micelles has been made.148 The kinetics of the acid-catalysed hydrolysis of methyl acetate in the presence of cationic, anionic, and non-ionic surfactants has been reported on.149 The alkaline hydrolysis of -butyl acetate with cetyltrimethylammonium bromide has also been investigated.150 The alkaline hydrolysis of aromatic and aliphatic ethyl esters in anionic and non-ionic surfactants has been studied.151 Specific salting-in effects that lead to striking substrate selectivity were observed for the hydrolysis of /j-nitrophenyl alkanoates (185 n = 2-16) catalysed by the 4-(dialkylamino)pyridine-fimctionalized polymer (186) in aqueous Tris buffer solution at pH 8 and 30 °C. The formation of a reactive catalyst-substrate complex, (185)-(186), seems to be promoted by the presence of tris(hydroxymethyl)methylammonium ion.152... 

The oxidation of chalcogen compounds by hypervalent iodine reagents is a known procedure. The oxidation of sulfides only leads to the formation of mixtures of sulfoxides and sulfones under drastic conditions. Usually only sulfoxides are formed and can be obtained in excellent yields [46-48]. Recent investigations showed that sulfide oxidation can be catalyzed by quaternary ammonium salts in micellar systems. Iodosobenzene 5 is catalytically activated by cetyltrimethylammonium bromide (CTAB) and the sulfoxides 24 can be obtained in high yields under very mild conditions, Scheme 6 [49]. Other micelle forming surfactants have also been employed, but CTAB showed the best results in this reaction. It is also possible to perform such oxidations to sulfoxides with (terf-butylperoxy)iodanes of type 13 [50]. 

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