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Synthesis of Flosal

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Date Issued:
2014
Abstract/Description:
Flosal (Jasmonal, Jasmine Aldehyde, (E)-2-benzylideneheptanal) is an important commercial fragrance compound. The principal method for its preparation involves a crossed aldol condensation reaction of heptanal and benzaldehyde. The method has a serious drawback as the synthesis of jasmine aldehyde is accompanied by self-condensation of heptanal to produce foul-smelling 2-pentyl-2-nonenal. We optimized the reaction conditions to maximize yield of jasmine aldehyde while preventing formation of 2-pentyl-2-nonenal. The desired product was obtained in ~60% yield, with a room for future improvement.
Title: Synthesis of Flosal.
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Name(s): Brettler, Steven, author
Dragojlovic, Veljko, Thesis advisor
Florida Atlantic University
Harriet L. Wilkes Honors College
Type of Resource: text
Genre: Thesis
Date Created: 2014
Date Issued: 2014
Publisher: Florida Atlantic University Digital Library
Place of Publication: Boca Raton, Fla.
Physical Form: online resource
Extent: 20 p.
Language(s): English
Abstract/Description: Flosal (Jasmonal, Jasmine Aldehyde, (E)-2-benzylideneheptanal) is an important commercial fragrance compound. The principal method for its preparation involves a crossed aldol condensation reaction of heptanal and benzaldehyde. The method has a serious drawback as the synthesis of jasmine aldehyde is accompanied by self-condensation of heptanal to produce foul-smelling 2-pentyl-2-nonenal. We optimized the reaction conditions to maximize yield of jasmine aldehyde while preventing formation of 2-pentyl-2-nonenal. The desired product was obtained in ~60% yield, with a room for future improvement.
Identifier: FA00013638 (IID)
Degree granted: Thesis (B.A.)--Florida Atlantic University, Harriet L. Wilkes Honors College, 2014.
Collection: Florida Atlantic University Digital Library Collections
Note(s): Includes bibliography.
Persistent Link to This Record: http://purl.flvc.org/fau/fd/FA00013638
Use and Reproduction: Copyright © is held by the author with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
Use and Reproduction: http://rightsstatements.org/vocab/InC/1.0/
Host Institution: FAU

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