The Prins reaction is an organic reaction consisting of an electrophilic addition of an aldehyde or ketone to an alkene or alkyne followed by capture of a nucleophile or elimination of an H+ ion.[1][2][3] The outcome of the reaction depends on reaction conditions. With water and a protic acid such as sulfuric acid as the reaction medium and formaldehyde the reaction product is a 1,3-diol (3). When water is absent, the cationic intermediate loses a proton to give an allylic alcohol (4). With an excess of formaldehyde and a low reaction temperature the reaction product is a dioxane (5). When water is replaced by acetic acid the corresponding esters are formed.
Scheme 1. The Prins reaction
^Condensation of formaldehyde with some unsaturated compounds H. J. Prins, Chemisch Weekblad, 16, 64, 1072, 1510 1919
^Chemical Abstracts 13, 3155 1919
^Arundale, E.; Mikeska, L. A. (1952). "The Olefin-Aldehyde Condensation. The Prins Reaction". Chemical Reviews. 51 (3): 505–555. doi:10.1021/cr60160a004.
The Prinsreaction is an organic reaction consisting of an electrophilic addition of an aldehyde or ketone to an alkene or alkyne followed by capture...
Prins (Dutch: Prince) is a Dutch surname. In 2007, Prins was the 48th most common surname in the Netherlands (15,361 people). The surname does not derive...
condensation. The Prinsreaction occurs when a nucleophilic alkene or alkyne reacts with an aldehyde as electrophile. The product of the Prinsreaction varies with...
specialized routes to 1,3-diols involves the reaction between an alkene and formaldehyde, the Prinsreaction. 1,3-diols can be produced diastereoselectively...
carbon-carbon bond-forming reactions such as the Prinsreaction, the Morita-Baylis-Hillman reaction, or a variant of the Ramberg-Bäcklund reaction. Hydrogenation...
Hydrogenations: H2 Oxymercuration reactions: mercuric acetate, water Hydroboration-oxidation reactions: diborane the Prinsreaction: formaldehyde, water March...
by diboronic acid prior to reaction with the allyl alcohol (see: Prinsreaction): The active catalyst system in this reaction is a combination of a palladium...
methods are known, including the Horner–Wadsworth–Emmons reaction. The Wittig reaction involves reaction of an aldehyde or ketone with a Wittig reagent (or...
hydrolysis of propene to give propan-2-ol by H3PMo12O40 and H3PW12O40 Prinsreaction by H3PW12O40 polymerisation of THF by H3PW12O40 Heterogeneous acid catalysis...
Dutch chemist Hendrik Jacobus Prins discovered two new organic reactions, both now carrying the name Prinsreaction. The first was the addition of polyhalogen...
cyclization reactions with alcohols and alkenes (Scheme 2). The initial oxidation yields the corresponding aldehyde, which can then undergo a Prinsreaction with...
3-dioxane, which is the product of isoprene and formaldehyde via the Prinsreaction. It also is generated by ketonization of pivalic acid and acetic acid...
working as an assistant to Johannes Bosscha. Discoverer of the Prinsreaction Hendrik Jacobus Prins, co-founders of National Research Institute for Mathematics...
catalysed reactions include: the homogeneous catalysis of the hydrolysis of propene to give 2-propanol the homogeneous catalysis of the Prinsreaction the heterogeneous...
cascade reaction, also known as a domino reaction or tandem reaction, is a chemical process that comprises at least two consecutive reactions such that...
Ootje Oxenaar, Dutch graphic designer Hendrik Jacobus Prins, discoverer of the Prinsreaction Willem van der Poel, Dutch computer scientist Hans B. Pacejka...
shipbuilder and engineer Huibert Nicolaas Prins. At his funeral in 1939 she spoke on behalf of the family. Prins, Ada. "Flüssige Mischkristalle in binären...
et al. demonstrated that Hf(OTf)4 was uniquely able to catalyzed a Prinsreaction between an aryl aldehyde and an O-protected/unprotected cyclohex-3-ene-1...
International reactions to the Syrian civil war ranged from support for the government to calls for the government to dissolve. The Arab League, United...
Behati Prinsloo (/biˌɑːti ˈprɪnsluː/ bee-ah-tee prin-sloo, Afrikaans: [ˈbɛɦati ˈprənsluə]; born 16 May 1988) is a Namibian model. In 2008, she became a...
Springer-Verlag. p. 728. ISBN 978-3-662-12700-1. Retrieved 8 April 2024. R. Prins; M. E. Bussell (2012). "Metal Phosphides: Preparation, Characterization...
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