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Shape selectivity in low-temperature reactions of C6-alkenes catalysed by a Cu2+-exchanged montmorillonite

Published online by Cambridge University Press:  09 July 2018

J. M. Adams
Affiliation:
Edward Davies Chemical Laboratories, University College of Wales, Aberystwyth SY23 1NE, UK
A. Bylina
Affiliation:
Edward Davies Chemical Laboratories, University College of Wales, Aberystwyth SY23 1NE, UK
S. H. Graham
Affiliation:
Edward Davies Chemical Laboratories, University College of Wales, Aberystwyth SY23 1NE, UK

Abstract

The reactions of ten C6-alkenes over a Cu2+-montmorillonite catalyst have been examined between room temperature and 100°C. The reaction products depend upon inter alia the branching in the alkene, the position of the double bond, and the temperature. Hex-2-ene, cis and trans-4-methyl-pent-2-ene and 4-methyl-pent-1-ene do not react at all, whereas 2-methyl-pent-1-ene and 2-methyl-pent-2-ene and 3,3-dimethyl-but-1-ene form alcohols below ∼40°C and dimers at higher temperatures. Hex-1-ene forms the di-2,2′-hexyl ether.

Résumé

Résumé

Les réactions de dix alcènes en C6 furent étudiées en présence de montomorillonite-Cu2+ comme catalyseur pour des températures allant de l'ambiante à 100°C. Les produits de réaction dépendent, entre autres facteurs, des ramifications des alcènes, de la position de la double liaison et de la température. Hexène 2, cis et trans méthyl-4-pentène-2 et méthyl-4-pentène-1 ne réagissent pas, alors que méthyl-2-pentène-1 et diméthyl-3, 3-butène 1 forment des alcools en dessous de 40°C et des dimènes à plus haute température. Hexène 1 forme le 2,2′-dihexylether.

Kurzreferat

Kurzreferat

Die Reaktionen von 10 C6-Alkenen über Cu2+-Montmorillonit als Katalysator wurden zwischen Zimmertemperatur und 100°C untersucht. Die Reaktionsprodukte hängen u.a. von den Verzweigungen in den Alkenen, der Lage der Doppelbindungen und der Temperatur ab. Hex-2-en, cis- und trans-4-methyl-pent-2-en und 4-methyl-pent-1-en reagieren überhaupt nicht, wogegen 2-methyl-pent-1-en, 2-methyl-pent-2-en und 3,3-dimethylbut-1-en unter 40°C Alkohol bilden und bei höheren Temperaturen dimerisieren. Hex-1-en bildet di-2,2′-hexyl Äther.

Resumen

Resumen

Se han estudiado las reacciones de diez alquenos-C6 con un catalizador de montmorillonita-Cu+2, entre temperatura ambiente y 100°C. Los productos de reacción dependen, entre otras cosas, del punto de unión de las cadenas en el alqueno, de la posición del doble enlace y de la temperatura. El hexa-2-eno, cis y trans-4-metil-pent-2-eno y el 4-metil-pent-1-eno no reaccionan en absoluto, mientras que el 2-metil-pent-1-eno, el 2-metil-pent-2-eno y el 3,3-dimetil-but-1-eno forman alcoholes por debajo de los 40°C y dímeros a temperaturas más altas. El hexa-1-eno forma el di-2,2′'-hexil eter.

Type
Research Article
Copyright
Copyright © The Mineralogical Society of Great Britain and Ireland 1981

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