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Telomerization and prins reaction of styrene and formaldehyde in acetic acid. The role of cyclic formal in the reaction mechanism

✍ Scribed by A. Heslinga


Book ID
104586145
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
316 KB
Volume
79
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

The effect of variations in the reaction conditions on the composition of the end product was studied in the reaction of styrene with formaldehyde in acetic acid. Initially a relatively large amount of 4‐phenyl‐1,3‐dioxan is formed along with telomer homologues. This cyclic formal is cleaved by protolysis in a comparatively slow secondary reaction with styrene; it thus acts as an intermediate formaldehyde donor.

The results are interpreted in terms of a carbonium‐ion mechanism.


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