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The Kowalski ester homologation is a chemical reaction for the homologation of esters. [1] [2] The Kowalski ester homologation. This reaction was designed as a safer alternative to the Arndt–Eistert synthesis, avoiding the need for diazomethane. The Kowalski reaction is named after its inventor, Conrad J. Kowalski.
Esters of propanoic acid are produced commercially by this method: H 2 C=CH 2 + ROH + CO → CH 3 CH 2 CO 2 R. A preparation of methyl propionate is one illustrative example. H 2 C=CH 2 + CO + CH 3 OH → CH 3 CH 2 CO 2 CH 3. The carbonylation of methanol yields methyl formate, which is the main commercial source of formic acid. The reaction is ...
Analogues derived from oxygen replaced by other chalcogens belong to the ester category as well (i.e. esters of acidic −SH, −SeH, −TeH, −PoH and −LvH groups). According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well (e.g. amides), but not according to the IUPAC. [1]
The Reformatsky reaction (sometimes transliterated as Reformatskii reaction) is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters: [1] [2] The Reformatsky reaction. The organozinc reagent, also called a 'Reformatsky enolate', is prepared by treating an alpha-halo ester ...
Nitrate esters are typically prepared by condensation of nitric acid and the alcohol: [1] [2] For example, the simplest nitrate ester, methyl nitrate, is formed by reaction of methanol and nitric acid in the presence of sulfuric acid: [3]
Hagemann's ester has been used as a key building block in many syntheses. [3] For example, a key intermediate for the fungal hormone trisporic acid was made by its alkylation [5] and it has been used to make sterols. [6]
Ethyl benzoate, C 9 H 10 O 2, is an ester formed by the condensation of benzoic acid and ethanol.It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents.
The primary advantages of Fischer esterification compared to other esterification processes are based on its relative simplicity. Straightforward acidic conditions can be used if acid-sensitive functional groups are not an issue; sulfuric acid can be used; weaker acids can be used with a tradeoff of longer reaction times.