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Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants

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Bis(isobutyl-ammonium) phthalate monohydrate.

Zakaria Norzalida¹, Azhar Ariffin, Seik Weng Ng

¹Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

N-Isobutyl-phthalimic acid forms a salt with a unique hydrogen-bonded layer structure. The phthalate anion exhibits significant twisting between carboxylate groups and the benzene ring.

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Published on: November 22, 2016

Area of Science:

Crystallography
Supramolecular Chemistry
Organic Chemistry

Background:

Phthalic acid derivatives are widely used in various chemical applications.
Understanding the structural properties of organic salts is crucial for predicting their behavior and applications.

Purpose of the Study:

To characterize the crystal structure of the salt formed from N-Isobutyl-phthalimic acid hydrolysis.
To investigate the hydrogen bonding and molecular arrangement within the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.

Main Results:

The hydrolysis product is identified as a salt: 2(C4H12N+)·(C8H4O42-)·H2O.
The salt adopts a hydrogen-bonded layer structure.
Significant twisting of carboxylate groups relative to the benzene ring in the phthalate anion was observed, with dihedral angles of 43.8(1)° and 50.9(1)°.

Conclusions:

The study elucidates the detailed crystal structure of the N-Isobutyl-phthalimic acid derived salt.
The observed hydrogen-bonded network and anion conformation provide fundamental structural data for phthalate salts.