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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
Reaction with hydrazoic acid forms the protonated azido ketone 2, which goes through a rearrangement reaction with the alkyl group R, migrating over the C-N bond with expulsion of nitrogen. The protonated isocyanate is attacked by water forming carbamate 4 , which after deprotonation loses carbon dioxide to the amine .
For oxidations to the aldehydes and ketones, two equivalents of chromic acid oxidize three equivalents of the alcohol: 2 HCrO 4 − + 3 RR'C(OH)H + 8 H + + 4 H 2 O → 2 [Cr(H 2 O) 6] 3+ + 3 RR'CO. For oxidation of primary alcohols to carboxylic acids, 4 equivalents of chromic acid oxidize 3 equivalents of the alcohol. The aldehyde is an ...
C 6 H 6 + H 2 SO 4 + SOCl 2 → C 6 H 5 SO 3 H + SO 2 + 2 HCl. Historically, mercurous sulfate has been used to catalyze the reaction. [3] Chlorosulfuric acid is also an effective agent: C 6 H 6 + HSO 3 Cl → C 6 H 5 SO 3 H + HCl. In contrast to aromatic nitration and most other electrophilic aromatic substitutions this reaction is reversible ...
In chemistry, protonation (or hydronation) is the adding of a proton (or hydron, or hydrogen cation), usually denoted by H +, to an atom, molecule, or ion, forming a conjugate acid. [1] (The complementary process, when a proton is removed from a Brønsted–Lowry acid, is deprotonation.) Some examples include The protonation of water by ...
The reaction thus provides a more stereospecific and complementary regiochemical alternative to other hydration reactions such as acid-catalyzed addition and the oxymercuration–reduction process. The reaction was first reported by Herbert C. Brown in the late 1950s [2] and it was recognized in his receiving the Nobel Prize in Chemistry in 1979.
Molecular models of the different molecules active in Piranha solution: peroxysulfuric acid (H 2 SO 5) and hydrogen peroxide (H 2 O 2). Piranha solution, also known as piranha etch, is a mixture of sulfuric acid (H 2 SO 4) and hydrogen peroxide (H 2 O 2). The resulting mixture is used to clean organic residues off substrates, for example ...
Organic redox reactions: the Birch reduction. Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds.In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer. [1]