2- Methoxyethoxide

Sodium 2-methoxyethoxide, reaction -with vinylidene chloride to yield ketene di(2-methoxyethyl) acetal,... 

An improved procedure using 2-methoxyethyl 2-chloroacetate in place of methyl 2-chloroacetate for the alkylation of sodium saccharin has been described. The resulting 2-methoxyethyl saccharin-2-acetate is treated with sodium 2-methoxyethoxide in dimethyl sulfoxide, then acidified to give 2-methoxyethyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide, which is N-alkylated with methyl iodide in acetone-aqueous sodium hydroxide. The resulting 2-methoxyethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide is heated with 2-aminopyridine in xylene to give piroxicam. 

Due to high solubility and stability of 2-methoxyethoxide derivatives, high-purity aluminium and lanthanides readily react with 2-methoxyethanol without any catalyst. 

Cadmium methoxide and ethoxide crystallize formed a layered polymeric structure ofCdI2 type as well as Cd(OH)2. The nonanuclear molecule of cadmium 2-methoxyethoxide contains 7 octahedra and 2 5-vertex polyhedron while the metal atom in the structure of[Cd(OC6H4Bu 2-2,6)2THF2] has a square planar coordination. 

All Bi(OAlk)3 derivatives of n- and z -alcohols are volatile, which permits their purification by distillation, but the yields of the sublimates are low as the processes are accompanied by partial decomposition. A much higher thermal stability is demonstrated by Bi(OBu )3. According to the mass-spectrometry data the first members of the homologous series are dimeric in the gas phase, while Bi(OR% and Bi(0C2H40Me)3 are monomeric [967], However the solid state structure of the latter contains the polymer chains and its solutions in benzene — the dimeric molecules. The NMR spectra indicate the equilibrium in solution of aggregates with different number of chelated ligands [1069]. This obstacle hinders the crystallization of 2-methoxyethoxide from solutions (Table 12.15). 

Dioxocomplexes of MIMVI02(0R)3 R = Me, Et, C2H,OMe composition [1638] are formed on the direct interaction of M02(0R)2 with M OR in alcohols (according to the data of conductometric titration) and with the exception of2-methoxyethoxides are very unstable. The stability against the ether-elimination reaction is apparently due to the stability of the molecular structures if the corresponding complexes as 2-methoxyethoxide complexes of sodium appear to be much more stable than those of lithium, due presumably to the small size of the atoms of the latter [902],... 

Oxidation of Mo4Ta208(OPri)14 with molecular oxygen leads to the formation of Mo3Ta2O8(OPr )10, Mo4Ta4016(OPri)12, and, in the presence of Li 2-methoxyethoxide, to LiMo4Ta3014(OPr )9(OC2H4OMe)3 [847]. 

Vinylidene chloride, reaction with sodium 2-methoxyethoxide to yield ketenedi(2-methoxyethyl) acetal, 47, 78... 

The structure of mixed aggregates involving ester enolates is also of major interest to macromolecular chemists, since ionic additives are often introduced in the polymerization medium. The more stable arrangement between lithium 2-methoxyethoxide and MIB lithium enolate was thus calculated (at the DFT level) to be a 5 1 hexagonal complex with similar O—Li lateral coordinations212. The same team has recently extended this study to complexes formed between the same enolate in THF and a-ligands such as TMEDA, DME, 12-crown-4 and cryptand-2,1,1213. Only in the case of the latter ligand could a separate ion pair [(MIB-Li-MIB),2 THF]-, Li(2,l,l)+ be found as stable, still at the DFT level, as the THF solvated dimer [(MIB-Li)2,4 THF]. 

Figure 53. Coordinating modes of 2-methoxyethoxide and related ligands.

The X-ray crystal structures are now known for two nonamers of metal 2-methoxyethoxides M9(0C2H40Me)Ig(H0C2H40Me)2, where M = Ca (367)... 

Despite similarities between both compounds, subtle differences are discerned within the M9(OC2H4OMe),g frameworks (a) the calcium derivative (M = Ca) consists of 8 triply bridging-chelating 2-methoxyethoxide... 

The lead(II) derivative [Pb(/r, i7l-OC2H4OMe)2]0o crystallizes as a one-dimensional infinite polymer with four-coordinate lead centers where the potentially chelating 2-methoxyethoxide groups do not coordinate through ether ox-... 

Figure 60 represents a different structural type The tetrameric cubane system, in which the copper atoms are six coordinate, represents a distorted square pyramidal [4 + 2] environment for copper atoms. The 0(4) and 0(6) atoms of the 2-methoxyethoxide groups provide additional bonding to the sixth coordination site of the copper atoms. The Cu(l)- 0(4) and Cu(2)- -0(6) bond distances representing secondary cooidinative interaction are 2.672(8) and 2.560(8) A, respectively. The average Cu—O (basal) bond distance is 1.949... 

A particularly interesting copper-barium-2-methoxyethoxide derivative, Ba2Cu2(OC2H40Me)4(acac)4 2HOC2H4OMe, was recently (386) isolated from the reaction of (acac)Cu(OC2H4OMe) with Ba(OC2H4OMe)2. The solid state structure is shown in Fig. 61 and indicates that a /3-diketonate moiety was transferred from the copper center to barium. 

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