2-methoxyphenyl (E)-octadec-9-enoate

DOI: 10.14469/hpc/6886 Metadata

Created: 2020-02-28 11:50

Last modified: 2020-02-28 15:17

Author: Seren Hewer

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Reaction of guiacol (2-methoxyphenol) and elaidic acid ((E)-octadec-9-enoic acid) to produce the corresponding ester of 2-methoxyphenyl (E)-octadec-9-enoate. Refluxed at 100 degrees Celsius with a solvent of acetonitrile (boiling point of 83 degrees Celsius), EDC.HCL and dimethyl amino pyridine which produced a urea byproduct. The reaction over an hour was monitored by TLC analysis comparing presence of guaiacol in reaction mixture over time (being the limiting factor). The compound was then isolated from the solvent and impurities via an aqueous organic workup using hexane, 1M aq.HCl and 10%wt aq NaHCO3. To asses the final product an 1H NMR sample was taken (using CDCl3 solvent) and an IR conducted.

Files

FilenameSizeTypeDescription
NMR3 - No labels.jdx 394KB chemical/x-jcamp-dx
NMR3 - No labels.mnova 481KB chemical/x-mnova
NMR3 - No labels.mnpub 0 chemical/x-mnpub Mestrenova signature file for NMR3 - No labels.mnova
Teaction SCheme.cdx 6KB chemical/x-cdx

Member of collection / collaboration

DOIDescription
10.14469/hpc/6215 1st Year undergraduate synthesis 1.2 laboratory (2019-2020)

Subject Keywords

KeywordValue
inchi InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+
inchikey ZQPPMHVWECSIRJ-MDZDMXLPSA-N

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