JCE Online Journal of Chemical EducationDivision of Chemical Education, American Chemical SocietyAmerican Chemical Society
 | Subscriptions  | Software Orders  | Support  | Contributors  | Advertisers  | 

JCE Print

JCE Digital Library

JCE Software

Only@JCE Online

About JCE


  Home > JCE Print > Journal of Chemical Education > Issues > 2009  > July  >
On the Web
JCE Featured Molecules
Molecular Models of Acid–Base Indicators
Acid Fuchsin, Alizarin Yellow, Bromocresol Green, Indigo Carmine, Methyl Violet 2B, and Neutral Red
William F. Coleman
Department of Chemistry, Wellesley College, Wellesley, MA 02481
Cover
July 2009
Vol. 86 No. 7
p. 880

Full Text
Acid–base indicators are among the first complex molecules that many students encounter in their study of chemistry. The molecules featured in the August 2008 issue were three common indicators with an emphasis on structural changes occurring on going from the acid form to the base form (1).

The JCE Featured Molecules for this month are also indicators (Figure 1) and come from the paper by Donald W. Mundell on the phenomenon of Marangoni flows (2). The indicators are used to make the demonstration more graphic, or to use the term coined by Dick Ramette, more exocharmic (3).

Figure 1     indigo carmine

Figure 1   neutral red

Figure 1     alizarin yellow

Figure 1. Three of the molecules added to the JCE Featured Molecules collection from the article by Mundell (2).

Marangoni flow (sometimes called Gibbs–Marangoni flow) remains a topic of interest in various fields where interfaces are important. Recent papers have reported such flow for silver nanoparticles in a water/alcohol solvent containing a surfactant (4) and in very high temperature melts (5).

Those interested in the history of chemistry might wish to explore the role played by Willard Gibbs in explaining the phenomenon, and those interested in interfacial processes and intermolecular interactions will find a wealth of information in the primary literature. This seems an appropriate topic for student presentations or papers in a physical chemistry or introductory chemistry course.

Students will also find that indicators have a life outside of titrimetry, although indicators are still used to respond to changes in hydrogen ion concentration. Several recent patent applications involve one or more indicators. An application from Xerox Corporation describes the use of indicators in what they are calling inkless printer paper. This application, particularly the various claims set forth, is an excellent way to introduce students to the patent literature and process (6). In a second application, alizarin yellow R is the key ingredient in a carbon dioxide sensor designed to measure CO2 emissions during the ripening process of fruits and in the detection of food spoilage (7).

Students with an interest in computation could explore the extent of nitrogen participation in delocalized bonding in neutral red, indigo carmine, and the methyl violet B cation.

Literature Cited

  1. Coleman, William F. J. Chem. Educ. 2008, 80, 1152.
  2. Mundell, Donald W. J. Chem. Educ. 2009, 81, 833–836.
  3. Ramette, Richard W. J. Chem. Educ. 1980, 57, 68
  4. Johnson, Donald D. Jr.; Kang, Barry; Vigorita, John L.; Amram, Alec; Spain, Eileen M. J. Phys. Chem. A 2008, 112 (39), 9318–9323.
  5. Hibiya, Taketoshi; Ozawa, Shumpei. Marangoni Flow and Surface Tension of High Temperature Melts. In High-Temperature Measurements of Materials, Advances in Materials Research, Volume 11; Fukuyama, H., Waseda, Y., Eds.; Springer: Berlin Heidelberg, 2009; Chapter 3.
  6. Inkless Printing Paper and Method–Patent (accessed May 2009).
  7. European Patent Office. Enter “WO2008079024” into search to find “Sensor Device” (accessed May 2009).

Supplement
Find “Molecular Models of Acid–Base Indicators” in the JCE Digital Library.

The molecules added to the collection this month are:

  • acid fuchsin
  • alizarin yellow
  • bromocresol green
  • indigo carmine
  • methyl violet 2B
  • neutral red

More Information
*
Citation
Coleman, William F. J. Chem. Educ. 2009, 86, 880.
*
Keywords
Acids / Bases; Internet / Web-Based Learning; Molecular Modeling; Molecular Properties / Structure
*
History
Created:
Last Updated:
6/1/2009
6/8/2009
  Home > JCE Print > Journal of Chemical Education > Issues > 2009  > July  > Page 880


Subscriptions

JCE HS CLIC

Our Secondary School editors work hard to distill all the JCE materials to produce a fraction of particular interest to high school teachers. We call it CLIC.


Contributions Welcome
JCE welcomes your submission

Advertisers
In recent years we have worked hard to better match our advertisers with our readers. When shopping for chemistry education materials, visit our advertisers' WWW sites first.

Be An Ambassador
Take JCE along on your outreach missions. Copies of the Journal, guest access to JCE Online, our publications catalog, and more are available for your participants.