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Conversion of Dehydro-β-carotene, via its Boron Trifluoride Complex, into an Isomer of Cryptoxanthin

Wallcave, L. and Zechmeister, L. (1953) Conversion of Dehydro-β-carotene, via its Boron Trifluoride Complex, into an Isomer of Cryptoxanthin. Journal of the American Chemical Society, 75 (18). pp. 4495-4498. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20181120-153101549

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Abstract

Dehydro-β-carotene and BF_3-etherate form a dark blue complex. Cleavage with water (or methanol) resulted in the isolation of a monohydroxy-β-carotene, termed isocryptoxanthin (or its methyl ether). Isocryptoxanthin when treated with acid chloroform undergoes dehydration to yield dehydro-β-carotene which indicates the presence of an allylic hydroxyl group. While naturally occurring cryptoxanthin is 3-hydroxy-β-carotene, isocryptoxanthin is the corresponding 4-compound. Its methyl ether or acetate can also be converted into dehydro-β-carotene.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/ja01114a030DOIArticle
Additional Information:© 1953 American Chemical Society. Received April 17, 1953. Presented at the Meeting of the American Chemical Society, March 19, 1953, in Los Angeles, California. The authors wish to thank Dr. A. J. Haagen-Smit, Mr. G. Swinehart and Dr. A. Elek for microanalyses.
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Gates and Crellin Laboratories of Chemistry1813
Record Number:CaltechAUTHORS:20181120-153101549
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20181120-153101549
Official Citation:Conversion of Dehydro-β-carotene, via its Boron Trifluoride Complex, into an Isomer of Cryptoxanthin1 L. Wallcave and L. Zechmeister Journal of the American Chemical Society 1953 75 (18), 4495-4498 DOI: 10.1021/ja01114a030
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:91115
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:21 Nov 2018 19:19
Last Modified:21 Nov 2018 19:19

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