Trioctylmethylammonium chloride TOMAC

As expected, HTMAB made a respectable showing in these experiments. Trioctylmethylammonium chloride (TOMAC) and trioctylmetliylammonium bromide (TOMAB) outperformed all other catalysts. It was postulated that the three octyl groups were the proper length for solvation of the polymer while at the same time small enough to avoid sterically hindering the reaction. In order to determine if TOMAB could be used to catalyze PET depolymerization for more than one treatment cycle, the catalyst was recovered upon completion of one treatment and added to a second run for 60 min. Tetraethylammonium hydroxide (TEAOH) was studied as a catalyst in order to demonstrate the effect of hydroxide ion as a counterion. The percent PET conversion for the second cycle was 85.7% compared to a conversion of 90.4% for the first treatment cycle. 

Methyl methylthiomethyl sulfone and methylthiomethyl p-tosyl sulfone have been monoalkylated, benzylated or alkylsilylated with 1.5 equiv. of the electrophile in the presence of aqueous sodium hydroxide and trioctylmethylammonium chloride (TOMAC). Without doubt the organometallic is less reactive than the one derived from the corresponding sulfoxide since the reaction is rather slow with... 

The last contribution quoted in this section is a phosphine-free hydroformylation process based on a liquid triphasic system consisting of isooctane, water and trioctylmethylammonium chloride (TOMAC). The hydroformylation of model olefins required neat RhCls only as catalyst precursor. In the triphasic system, the catalyst is confined in the TOMAC phase, likely in the form of an ion pair. Products are obtained in excellent yields (> 90% at 80 °C) and high regioselectivity (>98%) in favour of the branched aldehyde in the case of styrene, while the exo isomer was obtained in >90% selectivity in the case of norbornene. The products were easily removed and the catalyst was recycled several times, with no leaching of rhodium into the organic phase. 

To enhance the permeation efficiency and selectivity of the polymeric membrane separation, a novel polymeric plasticizer membrane which is composed of cellulose triacetate (CTA) as a membrane support, o-nitrophenyl octyl ether (NPOE) as a membrane plasticizer, and trioctylmethylammonium chloride (TOMAC) as an anion-exchange carrier has been developed. Compared with the poly (vinyl chloride) plasticizer membrane which is widely used for ion-selective electrode, the CTA membrane can contain a larger amount of plasticizer due to a high affinity between CTA and NPOE (25). Thus the plasticizer (NPOE) solubilized in the membrane acts effectively as an organic medium for the carrier mediated membrane separation (25-29). 

The same group later used a similar method to synthesize an amphiphilic copolymer, PS-A/ock-poly(4-vinylbenzenesulfonic acid sodium salt) (FS-block-PSSS). First, water, trioctylmethylammonium chloride (TOMAC, phase-transfer catalyst) and initiator were mixed in styrene then the mixture was heated to 90 °C to carry out the bulk polymerization. SSS monomer which was initially dissolved in the water phase, was transferred to the styrene phase to react with PS. The formed amphiphilic PS-block-FSSS acted as a surfactant which could emulsify the W/0 inverse emulsion. Following a similar... 

MMTS MsOH NBS NHMDS NMP NMR PPb Ph Pr PTC rt TBDMS Tf THF THP TLC TMEDA TMS TMSOTf Tol TOMAC Ts TsOH UDP methyl methylthiomethyl sulfoxide (=FAMSO) methanesulfonic acid N-bromosuccinimide sodium hexamethyldisililazide /V-methyl-2-pyrrolidone nuclear magnetic resonance parts per billion phenyl propyl Phase transfer catalysis room temperature t-butyldimethylsilyl triflatc (trifluoromethanesulfonate) tetrahydrofuran 2-tetrahydro-2//-pyran-2-yl thin-layer chromatography /V./V./V /V -tetramethylethylenediamine trimethylsilyl trimethylsilyl triflate p-tolyl trioctylmethylammonium chloride tosyl p-toluenesulfonic acid ultrasonically dispersed potassium... 

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