Tetrabutylammonium nitrate

Voelter and co-workers synthesized the nitrate esters of some carbohydrates by treating the corresponding trifluoromethanesulfonate (triflate) esters with tetrabutylammonium nitrate. Yields were generally excellent. The same authors describe a one-pot process for the synthesis... 

Sodium azide-Methyltrioctylammo-nium chloride, 240 Tetrabutylammonium nitrate, 287 of amines Sodium nitrite, 282 Intramolecular reactions 3-Acetoxy-2-tributylstannylmethyl-l-propene, 3... 

The last entry of table 1, tetrahexylammonium benzoate, is an example of the use of molten salts as electrolytes. In this particular case, the salt is liquid at room temperature, but it has been reported that tetrabutylammonium nitrate at 150° can be used for polarographic and preparative work 7Sa-> (oxidation of polycyclic aromatic hydrocarbons). The use of molten salts as SSE s is of great interest because of the high conductivities of such media as compared to conventional SSE s and deserves further studies. 

Although less likely, a direct mechanism cannot be completely excluded. Volt-ammetric studies of anthracene in molten tetrabutylammonium nitrate at 150°C indicate that the initial electron transfer is from anthracene (Woodhall and Davies, 1969). It is difficult, however, to formulate a satisfactory mechanism for direct nuclear nitration, since aryl nitrates are known to exhibit different chemical behaviour (cf. Nyberg, 1971d). 

Ceric ammonium nitrate (CAN) and ceric tetrabutylammonium nitrate (CTAN) [40-42, 240] oxidation of a-silylamine and a-silylamide have been utilized for the synthesis of hydropyridines (Scheme 31). 

The effect of crown ethers on the selectivity of nitration of aromatic hydrocarbons and anisole has been studied with a mixture of trifluoroacetic anhydride and tetrabutylammonium nitrate as nitration agent. The largest effects on selectivity have been observed with 21-crown-7, which causes ortho-para-directing groups to act essentially as para-directing groups. ... 

The mechanism of selective purine C(2)-nitration has been investigated and it was demonstrated that this reaction occurs in a three-step process. The reaction was developed with N-9-Boc protected 6-chloropurine 74 and a mixture of tetrabutylammonium nitrate and trifluoracetic anhydride. NMR studies at -50 °C demonstrated that it involved formation and... 

N-Nitration. The salt, prepared from tetrabutylammonium nitrate and triflic anhydride in CH2CI2 at 0°C, can be used directly to nitrate compounds such as lactams. 

Tetrabutylammonium nitrate coextracts approximately 1.4 moles of water from a series of organic solvents the corresponding perchlorate and tetra-phenylboride extract 0.3—0.4 moles and zero moles of water, respectively. 

Only those fluoropolymers that are soluble in uncommon solvents are reviewed here. One of these is perfluoroether polymer, which can be chromatographed in l,l,2-trichloro-l,2,2-trifluoroethane (Freon 113). SEC of poly(bistrifluoroethoxyphosphazenes) was successfully conducted in cyclohexanone in the presence of tetrabutylammonium nitrate (TBAN). Polytrifluorochloroethy-... 

The crown ether 21-crown-7 (21C7) was found to influence the rate and selectivity of nitration of anisole with tetrabutylammonium nitrate and trifluor-oacetic acid in methylene chloride solution. Table 8.22 shows the relative reactivity and product distribution for various concentrations of the crown ether. ... 

The above description of the phase boundary between an aqueous and an organic salt solution readily permits an intuitively easily understandable conclusion the phase boundary potential depends on the type of ions involved. Consider, for example, the interface between an aqueous and an organic phase both containing tetrabutylammonium nitrate,... 

Obtained by adding tetrabutylammonium nitrate to a solution of 2-methoxypropiophenone, trifluoroacetic anhydride and 18-crown-6 in methylene chloride under argon, then the solution mixed at r.t. for 3.5 h (91%) [6409]. 

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