Study of Propylaminium 2-(Methoxycarbonyl)-3,4,5,6-tetrachlorobenzoate
Author Information
Author(s): Li Jian
Primary Institution: Weifang University
Hypothesis
The reaction of 2-(methoxycarbonyl)-3,4,5,6-tetrachlorobenzoic acid and propylamine in methanol is expected to yield 4,5,6,7-tetrachloro-2-propylisoindoline-1,3-dione.
Conclusion
The expected product was not obtained; instead, the product was propylaminium 2-(methoxycarbonyl)-3,4,5,6-tetrachlorobenzoate due to shorter reaction time and cooler temperature.
Supporting Evidence
- The cation adopts a specific torsion angle and the dihedral angles of the benzene ring with the methoxycarbonyl and carboxylate groups are reported.
- The crystal structure shows cations and anions connected by hydrogen bonds into chains.
Takeaway
The researchers tried to make a specific chemical but ended up with a different one because they didn't let it cook long enough.
Methodology
The synthesis involved refluxing a mixture of 4,5,6,7-tetrachloroisobenzofuran-1,3-dione and methanol, followed by the addition of propylamine and allowing the solution to sit at room temperature.
Limitations
The reaction conditions may not have been optimal, leading to the formation of an unexpected product.
Digital Object Identifier (DOI)
Want to read the original?
Access the complete publication on the publisher's website