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Neue Untersuchungen zur Reaktivität von Formaldehyd‐ O ‐oxid, Acetaldehyd‐ O ‐oxid und Propionaldehyd‐ O ‐oxid
Author(s) -
Reiser Ralf,
Süling Carsten,
Schröder Gerhard
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921251123
Subject(s) - chemistry , propionaldehyde , reactivity (psychology) , ketene , acetaldehyde , formaldehyde , oxide , medicinal chemistry , norbornene , crotonaldehyde , organic chemistry , catalysis , polymerization , medicine , alternative medicine , pathology , ethanol , polymer
Abstract New Studies Concerning the Reactivity of Formaldehyde Oxide, Acetaldehyde Oxide, and Propionaldehyde Oxide Reactivity and selectivity of formaldehyde oxide ( 1a ), acetaldehyde oxide ( 1b ), and propionaldehyde oxide ( 1c ) is tested by adding a cooled solution of one or two dipolarophiles to a solution of the primary ozonides of the olefins 2a, 2b or the ketene acetals 7a–c , respectively. Different selectivities are observed for the different carbonyl oxides. Only 1a is able to react with non‐activated olefins like methylenecyclopentane ( 4a ), norbornene ( 4b ), 3‐methylstyrene ( 4c ), and cyclopentadiene ( 4d ) under these conditions. Activated olefins turn out to be good quenchers for 1a . Both 1a and 1b react with fulvene 4e in completely different ways. Contrary to 1a , the carbonyl oxides 1b and 1c clearly prefer carbonyl compounds to activated olefins.