Related Experiment Video
Updated: May 31, 2026

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants
Published on: October 19, 2017
4,4'-[4,4'-Sulfonyl-bis-(p-phenyl-ene-oxy)]dibutanoic acid
This study details the crystal structure of a C20H22O8S compound, revealing a significant dihedral angle between benzene rings and specific substituent conformations. Molecules form zigzag chains through hydrogen bonding in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
- Detailed structural analysis provides insights into chemical properties and potential applications.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of the title compound C20H22O8S.
- To investigate the conformational preferences and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, torsion angles, and hydrogen bonding patterns.
Main Results:
- The dihedral angle between the two benzene rings was determined to be 81.6(3)°.
- Alk-oxy substituents exhibited near-coplanarity with their respective benzene rings.
- One butanoic acid group displayed conformational disorder with a site occupancy ratio of approximately 0.72:0.28.
- Molecules were observed to form infinite zigzag chains via O-H⋯O hydrogen bonds.
Conclusions:
- The crystal structure of C20H22O8S reveals specific geometric and conformational features.
- Intermolecular hydrogen bonding plays a key role in organizing molecules into extended chain structures.
- The observed disorder provides information on the flexibility of the butanoic acid side chain.
More Related Videos
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Related Concept Videos
π Molecular Orbitals of 1,3-Butadiene
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
IUPAC Nomenclature of Carboxylic Acids
For acyclic saturated monocarboxylic acids, the longest hydrocarbon chain containing the –COOH carbon is identified as the parent chain. Then, the last -e of the parent hydrocarbon name is replaced with a suffix -oic acid.
IUPAC Nomenclature of Aldehydes
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.