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The Constitution of Pirylene: Chemical Evidence

Sargent, Herbert and Buchman, Edwin R. and Farquhar, John P. (1942) The Constitution of Pirylene: Chemical Evidence. Journal of the American Chemical Society, 64 (11). pp. 2692-2693. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20180727-112821635

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Abstract

A sample of this hydrocarbon has been submitted to Dr. V. Schomaker and Dr. R. Spurr of these Laboratories who have been able to work out its structure from the electron diffraction pattern. Their investigation indicates that (IV) is not a ring compound, but possesses the structure (V) of 1-methyl-2-vinylacetylene, a known substance, the physical properties of which agree well with those of pirylene. The results of our chemical investigation are in full conformity with this conclusion. On catalytic reduction pirylene readily took up three moles of hydrogen; the reduced product was shown to be n-pentane. It also added one mole of hydrogen chloride, as has been demonstrated for (V), giving 3-chloro-1,3-pentadiene (methylchloroprene) (VI).


Item Type:Article
Related URLs:
URLURL TypeDescription
https://dx.doi.org/10.1021/ja01263a046DOIArticle
Additional Information:© 1943 American Chemical Society. Received July 7, 1942.
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Gates and Crellin Laboratories of Chemistry903
Record Number:CaltechAUTHORS:20180727-112821635
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20180727-112821635
Official Citation:The Constitution of Pirylene: Chemical Evidence Herbert Sargent, Edwin R. Buchman, and John P. Farquhar Journal of the American Chemical Society 1942 64 (11), 2692-2693 DOI: 10.1021/ja01263a046
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:88342
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:30 Jul 2018 18:37
Last Modified:30 Jul 2018 18:37

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