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The Criegee oxidation is a glycol cleavage reaction in which vicinal diols are oxidized to form ketones and aldehydes using lead tetraacetate. It is analogous to the use of periodate (Malaprade reaction) but uses a milder oxidant. This oxidation was discovered by Rudolf Criegee and coworkers and first reported in 1931 using ethylene glycol as ...
Lead(IV) acetate or lead tetraacetate is an metalorganic compound with chemical formula Pb(C 2 H 3 O 2) 4. It is a colorless solid that is soluble in nonpolar, organic solvents, indicating that it is not a salt. It is degraded by moisture and is typically stored with additional acetic acid. The compound is used in organic synthesis. [2]
Another reagent is lead tetraacetate (Pb(OAc) 4). [4] These I- and Pb-based methods are called the Malaprade reaction and Criegee oxidation, respectively. The former is favored for aqueous solutions, the latter for nonaqueous solutions. [1] Cyclic intermediate are invariably invoked. The ring then fragments, with cleavage of the carbon–carbon ...
The Wood–Ljungdahl pathway is a set of biochemical reactions used by some bacteria. It is also known as the reductive acetyl-coenzyme A ( acetyl-CoA ) pathway . [ 1 ] This pathway enables these organisms to use hydrogen ( H 2 ) as an electron donor , and carbon dioxide (CO 2 ) as an electron acceptor and as a building block to generate ...
The Wood–Ljungdahl pathway consists of two different reactions that break down carbon dioxide. The first pathway involves CODH converting carbon dioxide into carbon monoxide through a two-electron transfer, and the second reaction involves ACS synthesizing acetyl-CoA using the carbon monoxide from CODH together with coenzyme-A (CoA) and a methyl group from a corrinoid iron-sulfur protein ...
The lead substituent in p-methoxyphenyllead triacetate is displaced by carbon nucleophiles, such as the phenol mesitol, exclusively at the aromatic ortho position: [6] The reaction requires the presence of a large excess of a coordinating amine such as pyridine which presumably binds to
The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [1] [2] [3] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.
The mechanism of carbonyl oxidation by iodine(III) reagents varies as a function of substrate structure and reaction conditions, but some generalizations are possible. Under basic conditions, the active iodinating species are iodine(III) compounds in which any relatively acidic ligands on iodine (such as acetate) have been replaced by alkoxide. [1]