4-ethylphenyl docosanoate

DOI: 10.14469/hpc/10182 Metadata

Created: 2022-03-03 17:37

Last modified: 2022-03-04 15:51

Author: Tim Hindges

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

4-dimethylaminopyridine (0.06 g, 0.49 mmol), EDC.HCl (1.24 g, 6.47 mmol), behenic acid (1.74 g, 5.11 mmol), and 4-ethylphenol (0.62 g, 5.08 mmol) were dissolved in acetonitrile (33 mL, excess) and heated to 95 °C under reflux for 40 minutes to give a white solid at the bottom of the resulting solution once cooled to room temperature. Added hexane (20 mL, excess) to solution and dissolved the solid back into solution at 50 °C. Washed twice with 1 M aqueous HCl (2 x 20 mL), twice with 10 % wt. sodium bicarbonate (2 x 20 mL), and with distilled water (20 mL). The organic phase was separated, dried twice with brine (2 x 22 mL) and MgSO4, and evaporated to afford the desired product as a white powdery solid (1.18 g, 2.65 mmol, 52.2 % yield). M.p. 52.9 – 54.3 °C

Files

FilenameSizeTypeDescription
4-ethylphenyl docosanoate.cdxml 6KB chemical/x-cdxml Chemdraw Descriptor for Molecule
4-ethylphenyl_docosanoate.jdf 550KB chemical/x-jeol-jdf Jeol 400MHz 1H Dataset
4-ethylphenyl_docosanoate.mnpub 0 chemical/x-mnpub Mestrenova signature file for 4-ethylphenyl_docosanoate.jdf
4-ethylphenyl_docosanoate.jdx 134KB chemical/x-jcamp-dx JCAMP-DX Dataset
4-ethylphenyl_docosanoate.mnova 497KB chemical/x-mnova MestreNova Dataset
4-ethylphenyl_docosanoate.mnpub 0 chemical/x-mnpub Mestrenova signature file for 4-ethylphenyl_docosanoate.mnova
4-ethylphenyl_docosanoate.pdf 53KB application/pdf Acrobat PDF of Dataset
4-ethylphenyl_docosanoate.jpg 227KB image/jpeg IR Spectrum

Member of collection / collaboration

DOIDescription
10.14469/hpc/8679 1st Year undergraduate synthesis 1.2 laboratory (2021-2022)

Subject Keywords

KeywordValue
inchi InChI=1S/C30H52O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-30(31)32-29-26-24-28(4-2)25-27-29/h24-27H,3-23H2,1-2H3
inchikey URJPPQGBLVVWIT-UHFFFAOYSA-N

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