Trimethylamine, complex with

Bitumen Ionomers. Moisture-resistant asphalts (qv) have been prepared by reaction of metal oxides with acid-functionalized bitumens (75). Maleic anhydride or sulfur trioxide/trimethylamine complexes have been used successfully for introduction of acid groups into asphaltic bitumens. 

Fig. 2. Components of Li enthalpies of complexation with methylamines. Successive steps indicate the effect on energy of interaction between Li and the amine of inclusion of additional components of the binding energy. The diagram shows that the permanent dipoles on amines (the charge on the nitrogen of the isolated amine) favor ammonia over trimethylamine complexation, but that polarizability and inductive effects (shift of negative charge onto the nitrogen in the complex) cause a massive turnaround in favor of complexation with trimethylamine rather than ammonia. Of particular importance is the near inversion of order caused by the addition of repulsive van der Waals terms. Modified after Ref. (9).

Eley, D. D., and H. Watts Aluminium Halide Complexes with Pyridine, Trimethylamine and Triethylamine, Part I. J. chem. Soc. [London] 1952, 1914. 

The 1 1 complexes arising from interaction of the hydride (as a complex with ether or trimethylamine) and various tetrazole derivatives are explosive. Tetrazoles mentioned are 2-methyl-, 2-ethyl-, 5-ethyl-, 2-methyl-5-vinyl-, 5-amino-2-ethyl-, l-alkyl-5-amino-, and 5-cyano-2-methyl-tetrazole. 

The residue from sublimation of the complex with dioxane is explosive, and the complex should not be dried by heating. The trimethylamine complex may also... 

The aluminium hydride-trimethylamine complex releases hydrogen by reaction with carbazole giving the complex 80. ° ... 

In contrast, 1-methoxy- (or ethoxy-) carbonyl-l//-azepine-tricarbonyliron complex with the tetrazine diester undergoes unprecedented [2+4]7t cycloaddition at the C-2—C-3 azepine double bond to give, after loss of nitrogen and decomplexation and dehydrogenation using o-chloranil or trimethylamine N-oxide, the isomeric pyridazino[4,5-6]azepine system (82JOC110). Similar adducts are also obtained with tetrachlorothiophene 1,1-dioxide. 

Computational studies showed that the nature of the reactive species in the oxidation of trimethylamine, iodide ion, and dimethyl sulfide with lumiflavin is a C4 a-hydroperoxide complexed with water. The other two species, C4 a-hydroperoxide and C4 a-peroxide, yielded higher activation energies.237 Kinetic and spectroscopic studies on the effect of basic solvents, ethers, esters, and amides, on the oxidation of thianthrene-5-oxide with substituted peroxybenzoic acids indicated the involvement of the basic solvent in the transition state of the reactions. A solvent parameter, Xtc, based on the ratio of the trans to the cis form of thianthrene-5,10-dioxide, has been introduced.238... 

The residue from sublimation of the complex with dioxane is explosive, and the complex should not be dried by heating. The trimethylamine complex may also explode on sublimation [1]. Triethynylaluminium or its complex with diethyl ether may decompose explosively on heating. Sublimation is not therefore advised as a purification method [2]. See other METAL ACETYLIDES... 

Reaction of sodium naphthalide with B2C14 at room temperature was reported to give a liquid product with a suggested structure, 17. The compound 17 reacts with four equivalents of (CH3)3N to form an adduct which decomposes above 100 °C to give the bis(trimethylamine) adduct of B2C14 and an unstable product that is thought to be 18 (Scheme 3). It was reported that the trimethylamine complex of tetra(methyl)diborane(4) was obtained from the reduction of bromodimethylborane with sodium or silver in trimethylamine.52... 

The qualitative features of the spectra are in conformity with the observations made on the ether. HF or ether. HC1 systems. Millen and Zabicky24 examined the complexes of methanol with trimethylamine, dimethylamine, methylamine, ammonia and aziridine. In all cases methanol is the proton donor and the nitrogen lone pair is the electron acceptor. In the methanol trimethylamine-complex spectrum the central band is at 3355 cm-1. One subband is resolved at each side, at about 3495 and 3200 cm-1. Using a large excess of amine the absorbance of the bands is proportional to the product of the pressures of the two components so the spectrum must be attributed to the 1 1 complex. From the spacing a value of 145 cm-1 can be infered for v . 

In view of this affinity of S in S03 for electrons, it is not surprising that S03 functions as a fairly strong Lewis add toward the bases that it does not preferentially oxidize. Thus the trioxide gives crystalline complexes with pyridine, trimethylamine, or dioxane, which can be used, like S03 itself, as sulfonating agents for organic compounds. 

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