Welcome to the Organic Chemistry category, where the intricacies of carbon-based molecules are unveiled. Dive into the diverse world of organic compounds, exploring their structures, properties, and reactions. Discover the fascinating realm of functional groups, stereochemistry, and organic synthesis. Uncover the applications of organic chemistry in drug development, materials science, and more. Immerse yourself in the captivating world of organic chemistry and unravel the secrets of carbon-based life.
What is dienone-phenol rearrangement? The dienone-phenol rearrangement is a chemical reaction in which a cyclohexadienone molecule with substituents at positions 4 and 4 undergoes transformation into a phenol molecule with substituents at positions 3 and 4, upon exposure to an acidic environment. References v. Auwers, K. and Ziegler, K. (1921), Über Kohlenwasserstoffe der Semibenzolgruppe. [On … Read more
What is Ladenburg rearrangement? The Ladenburg rearrangement is a chemical reaction that occurs through thermal rearrangement of an alkyl- or benzylpyridinium halide, leading to the formation of an alkyl- or benzylpyridine. When N-alkyl or benzylpyridinium halides are heated, a rearrangement occurs to form a mixture of ortho– and para-alkylpyridinium halides, which eventually yields the corresponding … Read more
What is Brook rearrangement? The Brook rearrangement is a chemical reaction that involves the base-catalyzed migration of silicon from carbon to oxygen in α-, β-, and γ-silyl alcohols. As a result of this reaction, silyl ethers are formed. References Isomerism of Some α-Hydroxysilanes to Silyl Ethers A. G. Brook Journal of the American Chemical Society … Read more
What is Carroll rearrangement? The Carroll rearrangement is a chemical reaction that can be used to prepare γ,δ-unsaturated ketones. This reaction involves either the base-catalyzed reaction of allylic alcohols with β-ketoesters or the thermal rearrangement of allyl acetoacetates. References 131. Addition of αβ-unsaturated alcohols to the active methylene group. Part I. The action of ethyl … Read more
What is Meisenheimer rearrangements? The Meisenheimer rearrangements refer to the process where O,N,N-trisubstituted hydroxylamines are produced from tertiary amine oxides through [1,2]-R group migration, or [2,3]-sigmatropic rearrangement if R’ is an allyl group (see list of acronyms). References Meisenheimer, J. (1919), Über eine eigenartige Umlagerung des Methyl-allyl-anilin-N-oxyds. [On a peculiar rearrangement of the methyl allyl … Read more
What is McLafferty rearrangement? The McLafferty rearrangement is a chemical reaction that occurs through the electron-impact-induced cleavage of carbonyl compounds that contain a hydrogen in the γ-position. As a result of this reaction, an enolic fragment and an olefin are formed. References Mass Spectrometric Analysis. Molecular Rearrangements F. W. McLafferty Analytical Chemistry 1959 31 (1), 82-87 DOI: … Read more
What is Lossen rearrangement? The Lossen rearrangement is a chemical reaction that involves the conversion of a hydroxamic acid into an isocyanate, which can be achieved through the use of its O-acyl, sulfonyl, or phosphoryl derivative. In the presence of amines, ureas are formed. Furthermore, when water is present, amines containing one less carbon than … Read more
What is Nametkin rearrangement? The Nametkin rearrangement is a chemical reaction that is classified as a special case of carbonium ion rearrangement. Sergey Semyonovich Nametkin, a distinguished Russian organic chemist renowned for his research on terpene chemistry, petrochemical cracking, and camphene rearrangement, gives his name to this reaction. This reaction occurs in camphene hydrochloride derivatives … Read more
What are Moore and Myers cyclizations? The Moore and Myers cyclizations are chemical reactions that involve the thermal generation of a biradical through the cyclization of enyne-ketenes in the case of Moore cyclization, or of enyne-allenes in the case of Myers cyclization. References Karlsson, J.O.; Nguyen, N.V.; Foland, L.D.; Moore, H.W. “(2-Alkynylethenyl)ketenes. A new quinone … Read more
What is Mislow-Evans rearrangement? Mislow-Evans rearrangement is a [2,3]-sigmatropic rearrangement of allylic sulfoxides to allylic sulfenates which are captured by thiophiles to yield the allylic alcohols. Thus, effecting the 1,3-transposition of sulfoxide and alcohol functions. The reverse process is carried out by treating the alcohol with arylsulfenyl chloride, followed by thermal rearrangement of the sulfenate … Read more
