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Sodium ethoxide is commonly used as a base in the Claisen condensation [7] and malonic ester synthesis. [8] Sodium ethoxide may either deprotonate the α-position of an ester molecule, forming an enolate, or the ester molecule may undergo a nucleophilic substitution called transesterification. If the starting material is an ethyl ester, trans ...
Sodium ethoxide; T. Tantalum(V) ethoxide; Titanium ethoxide; V. Vinyltriethoxysilane This page was last edited on 4 July 2018, at 11:07 (UTC). ...
It may also be prepared from the reaction of sodium ethoxide, formed in-situ from sodium and absolute ethanol, and chloroform: [2] CHCl 3 + 3 Na + 3 EtOH → HC(OEt) 3 + 3 ⁄ 2 H 2 + 3 NaCl. Triethyl orthoformate is used in the Bodroux-Chichibabin aldehyde synthesis, for example: [3] RMgBr + HC(OC 2 H 5) 3 → RC(H)(OC 2 H 5) 2 + MgBr(OC 2 H 5)
[22] [23] In the solid phase a variety of multinuclear complexes have been described for the nominal stoichiometric reaction between FeCl 3 and sodium ethoxide: FeCl 3 + 3 CH 3 CH 2 ONa → "Fe(OCH 2 CH 3) 3" + 3 NaCl. Iron(III) chloride forms a 1:2 adduct with Lewis bases such as triphenylphosphine oxide; e.g., FeCl 3 (OP(C 6 H 5) 3) 2.
For example, treating 2-Bromo-2-methyl butane with sodium ethoxide in ethanol produces the Zaytsev product with moderate selectivity. [9] Due to steric interactions, a bulky base – such as potassium tert-butoxide, triethylamine, or 2,6-lutidine – cannot readily abstract the proton that would lead to the Zaytsev product. In these situations ...
Ethyl glyoxylate 2 and glutaconate (diethyl-2-methylpent-2-enedioate) 1 react to isoprenetricarboxylic acid 3 (isoprene (2-methylbuta-1,3-diene) skeleton) with sodium ethoxide. This reaction product is very unstable with initial loss of carbon dioxide and followed by many secondary reactions.
The reaction consumes one equivalent of metal alkoxide. Commonly, diethylsuccinate is a component of the reaction. The usual product is salt of the half-ester. The Stobbe condensation is named after its discoverer, Hans Stobbe, whose work involved the sodium ethoxide-induced condensation of acetone and diethyl succinate. [2]
CDI can also be used for esterification, although alcoholysis requires heat or the presence of a potent nucleophiles as sodium ethoxide, [1] [3] ...