The entitled reaction has been examined in hopes of observing the behavlour of carbethoxycarbene towards an epoxide. Following scheme accounts for the products which have been isolated in yields as summarized in Table I.
Reaction of styrene oxide with starch alkoxide
β Scribed by Gabriel Ezra; Albert Zilkha
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- English
- Weight
- 345 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0014-3057
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β¦ Synopsis
The reaction of styrene oxide with potassium starch alkoxide in dimethyl sulphoxide has been studied. No graft polymerization occurred, even under drastic conditions, and the reaction was found to stop at the initiation stage, as seen from the non-disappearance of the monomer with time (gas chromatography) and from examination of the products of reaction, which on acid hydrolysis yielded phenyl hydroxyethyl ether of glucose. On the other hand, homopolymerization of styrene oxide catalysed by potassium naphthalene in dimethyl sulphoxide was successful, suggesting that the failure to obtain graft polymers of styrene oxide on starch is due to steric hindrance from the starch skeleton.
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