LrgpV1, Main, Exploration, bibRecord, 001751

Alkylation of Carbonyl Compounds in Water: Formation of CC and CO Bonds in the Presence of Surfactants

Identifieur interne : 001751 ( Main/Exploration ); précédent : 001750; suivant : 001752

Alkylation of Carbonyl Compounds in Water: Formation of CC and CO Bonds in the Presence of Surfactants

Auteurs : Giorgio Cerichelli [Italie] ; Simona Cerritelli ; Marco Chiarini ; Paolo De Maria [Italie] ; Antonella Fontana [Italie]

Source :

Chemistry – A European Journal [ 0947-6539 ] ; 2002-11-15.

RBID : ISTEX:B88D2BEF8CC39A924F85B5D4492990B1C01ACF5D

English descriptors

KwdEn :
- Alkylation, Aqueous solution, Aqueous solutions, Benzene csp2h, Benzyl, Benzyl alcohol, Benzyl bromide, Benzyl chloride, Benzyl halide, Benzyl halides, Benzyl phenyl ketone, Bromide, Bunton, Cationic, Cdcl3, Cerichelli, Chem, Csp2h, Ctab, Cyclohexane, Cyclohexanone, Cyclohexyl, Cyclohexyl bromide, Cyclohexyl halides, Cyclohexyl iodide, Enol, Enolate, Enolate ions, Ether, Experimental conditions, Gmbh, Halide, Hexane, Hydroxide, Ketone, Kgaa, Methyl iodide, Micellar, Mmol, Naoh, Naphthalene, Naphthalene csp2h, Phch2br, Phch2cl, Phenyl, Phenyl ketone, Product distribution, Reaction mixture, Reagent, Surfactant, Tetrabutylammonium bromide, Tetralone, Tetralone csp2h, Verlag, Verlag gmbh, Weinheim, Weinheim chem, Zwitterionic, Zwitterionic surfactants.
Teeft :
- Alkylation, Aqueous solution, Aqueous solutions, Benzene csp2h, Benzyl, Benzyl alcohol, Benzyl bromide, Benzyl chloride, Benzyl halide, Benzyl halides, Benzyl phenyl ketone, Bromide, Bunton, Cationic, Cdcl3, Cerichelli, Chem, Csp2h, Ctab, Cyclohexane, Cyclohexanone, Cyclohexyl, Cyclohexyl bromide, Cyclohexyl halides, Cyclohexyl iodide, Enol, Enolate, Enolate ions, Ether, Experimental conditions, Gmbh, Halide, Hexane, Hydroxide, Ketone, Kgaa, Methyl iodide, Micellar, Mmol, Naoh, Naphthalene, Naphthalene csp2h, Phch2br, Phch2cl, Phenyl, Phenyl ketone, Product distribution, Reaction mixture, Reagent, Surfactant, Tetrabutylammonium bromide, Tetralone, Tetralone csp2h, Verlag, Verlag gmbh, Weinheim, Weinheim chem, Zwitterionic, Zwitterionic surfactants.

Abstract

The formation of CC and CO bonds by the reaction of enolate intermediates with electrophilic substrates commonly requires strong bases, aprotic solvents and very low temperatures. A way of performing the same reactions with sodium hydroxide at moderate temperatures in aqueous surfactant solutions is presented. Different halides, ketones and surfactants (cationic, zwitterionic and anionic) have been used. The results obtained show that the amount of ketone alkylation is much higher and that the reactions are faster in the presence than in the absence of surfactant aggregates. The hydrolysis of the halide is minimised in the presence of cationic or zwitterionic surfactants.

Url:

https://api.istex.fr/document/B88D2BEF8CC39A924F85B5D4492990B1C01ACF5D/fulltext/pdf

DOI: 10.1002/1521-3765(20021115)8:22<5204::AID-CHEM5204>3.0.CO;2-C

Affiliations:

Italie

Links toward previous steps (curation, corpus...)

to stream Istex, to step Corpus: 001912
to stream Istex, to step Curation: 001912
to stream Istex, to step Checkpoint: 000480
to stream Main, to step Merge: 001A16
to stream Main, to step Curation: 001751

Le document en format XML

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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Alkylation</term>
<term>Aqueous solution</term>
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<term>Benzene csp2h</term>
<term>Benzyl</term>
<term>Benzyl alcohol</term>
<term>Benzyl bromide</term>
<term>Benzyl chloride</term>
<term>Benzyl halide</term>
<term>Benzyl halides</term>
<term>Benzyl phenyl ketone</term>
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<term>Ctab</term>
<term>Cyclohexane</term>
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<term>Cyclohexyl</term>
<term>Cyclohexyl bromide</term>
<term>Cyclohexyl halides</term>
<term>Cyclohexyl iodide</term>
<term>Enol</term>
<term>Enolate</term>
<term>Enolate ions</term>
<term>Ether</term>
<term>Experimental conditions</term>
<term>Gmbh</term>
<term>Halide</term>
<term>Hexane</term>
<term>Hydroxide</term>
<term>Ketone</term>
<term>Kgaa</term>
<term>Methyl iodide</term>
<term>Micellar</term>
<term>Mmol</term>
<term>Naoh</term>
<term>Naphthalene</term>
<term>Naphthalene csp2h</term>
<term>Phch2br</term>
<term>Phch2cl</term>
<term>Phenyl</term>
<term>Phenyl ketone</term>
<term>Product distribution</term>
<term>Reaction mixture</term>
<term>Reagent</term>
<term>Surfactant</term>
<term>Tetrabutylammonium bromide</term>
<term>Tetralone</term>
<term>Tetralone csp2h</term>
<term>Verlag</term>
<term>Verlag gmbh</term>
<term>Weinheim</term>
<term>Weinheim chem</term>
<term>Zwitterionic</term>
<term>Zwitterionic surfactants</term>
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<term>Benzyl chloride</term>
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<term>Benzyl halides</term>
<term>Benzyl phenyl ketone</term>
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<term>Cyclohexyl halides</term>
<term>Cyclohexyl iodide</term>
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<term>Enolate</term>
<term>Enolate ions</term>
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<front><div type="abstract" xml:lang="en">The formation of CC and CO bonds by the reaction of enolate intermediates with electrophilic substrates commonly requires strong bases, aprotic solvents and very low temperatures. A way of performing the same reactions with sodium hydroxide at moderate temperatures in aqueous surfactant solutions is presented. Different halides, ketones and surfactants (cationic, zwitterionic and anionic) have been used. The results obtained show that the amount of ketone alkylation is much higher and that the reactions are faster in the presence than in the absence of surfactant aggregates. The hydrolysis of the halide is minimised in the presence of cationic or zwitterionic surfactants.</div>
</front>
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Alkylation of Carbonyl Compounds in Water: Formation of CC and CO Bonds in the Presence of Surfactants

Alkylation of Carbonyl Compounds in Water: Formation of CC and CO Bonds in the Presence of Surfactants

Source :

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

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