Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Melting point, boiling point, and symmetry.

R Abramowitz1, S H Yalkowsky

  • 1College of Pharmacy, Oregon State University, Corvallis 97331.

Pharmaceutical Research
|September 1, 1990
PubMed
Summary

Predicting a compound's melting point (MP) from its chemical structure is challenging. This study introduces an equation using boiling point (BP) and structural parameters for estimating MP in non-hydrogen-bonding, rigid compounds.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

A 'rule of unity' for human intestinal absorption.

Pharmaceutical research·2006
Same author

Solubilization of cyclosporin A.

AAPS PharmSciTech·2004
Same author

A simple modified absorption potential.

Pharmaceutical research·2002
Same author

Comparison of two methods for predicting aqueous solubility.

Journal of chemical information and computer sciences·2001
Same author

Prediction of aqueous solubility of organic compounds by the general solubility equation (GSE).

Journal of chemical information and computer sciences·2001
Same author

Use of pure t-butanol as a solvent for freeze-drying: a case study.

International journal of pharmaceutics·2001

Area of Science:

  • Physical Chemistry
  • Computational Chemistry
  • Chemical Thermodynamics

Background:

  • The relationship between a compound's melting point (MP) and its chemical structure is not well understood.
  • While boiling point (BP) can be predicted using additive properties, MP estimation requires nonadditive parameters.
  • Accurate MP prediction is crucial for understanding material properties and chemical behavior.

Purpose of the Study:

  • To develop a predictive model for estimating the melting point (MP) of non-hydrogen-bonding, rigid compounds.
  • To identify key structural parameters influencing MP.
  • To provide a quantitative relationship between MP, BP, and molecular structure.

Main Methods:

  • Developed a quantitative structure-property relationship (QSPR) model.
  • Utilized boiling point (BP) as a primary input parameter.
  • Incorporated structural descriptors: logarithm of the symmetry number (SIGMAL), number of ortho groups (ORTHO), and cube of eccentricity (EXPAN).

Main Results:

  • Established an empirical equation for MP estimation: MP = 0.772 * BP + 110.8 * SIGMAL + 11.56 * ORTHO + 31.9 * EXPAN - 240.7.
  • Demonstrated that structural features like symmetry, steric hindrance (ortho groups), and molecular shape (eccentricity) significantly impact MP.
  • The model provides a reasonable estimation for the melting points of the studied compound class.

Conclusions:

  • Melting point prediction for specific compound classes can be achieved using a combination of boiling point and structural parameters.
  • The developed equation highlights the importance of nonadditive structural features in determining melting points.
  • This model offers a valuable tool for preliminary assessment of compound properties in chemical research and development.

Related Experiment Videos