{"title":"Thermotropic phase behavior, structure and supramolecular organization of N, O-diacyl-β-alaninols with matched N- and O-acyl chains (n = 9-18)","authors":"Dokku Sivaramakrishna , Konga Manasa , Gowri Sankar Reddipalli , Musti J. Swamy","doi":"10.1016/j.tca.2024.179852","DOIUrl":null,"url":null,"abstract":"<div><p>The thermotropic phase behavior, molecular structure and supramolecular organization of a homologous series of <em>N,O</em>-diacyl-β-alaninols (DABAOHs) with matched acyl chains (C9-C18) are reported. The C9-C11 DABAOHs showed a single thermotropic transition in DSC studies, whereas the longer chainlength compounds gave two transitions. Transition temperatures, enthalpies and entropies of the DABAOHs exhibited odd-even alternation, suggesting minor differences in the packing of odd- and even chain length compounds. Crystal structure of <em>N,O</em>-didecanoyl-β-alaninol revealed a bent geometry, with several N-H···O and C-H···O hydrogen bonds stabilizing the molecular packing. Powder X-ray diffraction studies suggested that all DABAOHs are packed in a tilted bilayer mode. These results provide a thermodynamic and structural basis for investigating the structure-function relationships of <em>N,O</em>-diacyl-β-alaninols.</p></div>","PeriodicalId":23058,"journal":{"name":"Thermochimica Acta","volume":null,"pages":null},"PeriodicalIF":3.1000,"publicationDate":"2024-08-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Thermochimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040603124001916","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ANALYTICAL","Score":null,"Total":0}
引用次数: 0
Abstract
The thermotropic phase behavior, molecular structure and supramolecular organization of a homologous series of N,O-diacyl-β-alaninols (DABAOHs) with matched acyl chains (C9-C18) are reported. The C9-C11 DABAOHs showed a single thermotropic transition in DSC studies, whereas the longer chainlength compounds gave two transitions. Transition temperatures, enthalpies and entropies of the DABAOHs exhibited odd-even alternation, suggesting minor differences in the packing of odd- and even chain length compounds. Crystal structure of N,O-didecanoyl-β-alaninol revealed a bent geometry, with several N-H···O and C-H···O hydrogen bonds stabilizing the molecular packing. Powder X-ray diffraction studies suggested that all DABAOHs are packed in a tilted bilayer mode. These results provide a thermodynamic and structural basis for investigating the structure-function relationships of N,O-diacyl-β-alaninols.
期刊介绍:
Thermochimica Acta publishes original research contributions covering all aspects of thermoanalytical and calorimetric methods and their application to experimental chemistry, physics, biology and engineering. The journal aims to span the whole range from fundamental research to practical application.
The journal focuses on the research that advances physical and analytical science of thermal phenomena. Therefore, the manuscripts are expected to provide important insights into the thermal phenomena studied or to propose significant improvements of analytical or computational techniques employed in thermal studies. Manuscripts that report the results of routine thermal measurements are not suitable for publication in Thermochimica Acta.
The journal particularly welcomes papers from newly emerging areas as well as from the traditional strength areas:
- New and improved instrumentation and methods
- Thermal properties and behavior of materials
- Kinetics of thermally stimulated processes