Orthoester
Orthoester
RC(OR′)3, an ester of carboxylic orthoacids, RC(OH)3, where R is an organic radical or hydrogen. In contrast to orthoacids, orthoesters are stable compounds. The simplest occur as colorless liquids with an ethereal odor and are nearly insoluble in water but readily soluble in organic solvents. Orthoesters readily hydrolyze in a weak acid medium but remain stable in alkaline media. One method of obtaining orthoesters is to react 1,1,1-trihalide hydrocarbons with alcoholates of alkali metals, for example, HCCl3 + 3NaOC2H5 → HC(OC2H5)3 + 3NaCI. Orthoesters are useful in organic chemistry, for example, orthoformic acid esters are used in the synthesis of acetals, aldehydes, and ketones.