University of Groningen
The Synthesis of 2-Methyl-4-Heptanone
Jong, Elma A. de; Feringa, B.L.
Published in:
Journal of Chemical Education
DOI:
10.1021/ed068p71
IMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to
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Publisher's PDF, also known as Version of record
Publication date:
1991
Link to publication in University of Groningen/UMCG research database
Citation for published version (APA):
Jong, E. A. D., & Feringa, B. (1991). The Synthesis of 2-Methyl-4-Heptanone. Journal of Chemical
Education, 68(1). DOI: 10.1021/ed068p71
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Download date: 15-06-2017
An Ant Alarm Pheromone
Elma A. de Jong and Ben L. Feringa1
University of Groningen, Nijenborgh 16, NL-9747 AG Groningen, The Netherlands
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Author to whom correspondence should be addressed.
Alternatively 2-methyl-4-heptanol (1) may be oxidized by adding
2.00 g (0.015) mol of the alcohol dropwise to a sodium dichromate/
dilute sulfuric acid solution, which contains 3.2 g (0.01 mol) sodium
dichromate, 2 mL concentrated sulfuric acid, and 20 mL water.
Stirring at room temperature for 1.5 h and workup by adding ether and
washing the etheral solution with 1 N aqueous NaOH yields the ketone
(2) in 86%.
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The refractive index differs considerably from the values reported
in the literature (15, 16). However, as our spectra and analysis are in
accordance with a pure product, the refractive index found by us is
very likely to be the most correct one.
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