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Nucleophilic aromatic substitutions using ethyl 3-mercaptopropionate as nucleophile: Scope and limitations
Södertörn University College, School of Life Sciences.
2008 (English)Independent thesis Basic level (professional degree), 20 credits / 30 HE creditsStudent thesis
Abstract [en]

The scope and limitations of nucleophilic substitutions of aryl halides have been studied using ethyl 3-mercaptopropionate as nucleophile and microwave heating. A diversity of aromatic compounds have been investigated according to different types of leaving groups, regio isomers and substituents. Experimental design has been used as a tool to optimize the reaction. An electron-withdrawing group in ortho or para position of the leaving group proved to be necessary for a positive outcome of the reaction. Fluorine was, without competition, the best leaving group. Some examples of how the synthesized aryl sulfanyl propionates can be used as starting material for producing aryl thio ethers, sulfoxides and unique benzothiophenes are described.

Place, publisher, year, edition, pages
Huddinge: Institutionen för livsvetenskaper , 2008. , 34 p.
Keyword [en]
Organic chemistry
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:sh:diva-1517OAI: oai:DiVA.org:sh-1517DiVA: diva2:15606
Presentation
(English)
Uppsok
fysik/kemi/matematik
Supervisors
Examiners
Available from: 2008-02-04 Created: 2008-02-04 Last updated: 2009-03-02

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fulltext(331 kB)1647 downloads
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f6c8286504b5964a8f13594f7297978911f12171ae4d1bd58b99407e0275bea87c8b5c86
Type fulltextMimetype application/pdf

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CiteExportLink to record
Permanent link

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Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf