JCE Software Chemistry Comes Alive!
Ethane

Free rotation about carbon-carbon single bonds and the origin of the Newman projection are illustrated.

View slide thumbnails.
View Slide Thumbnails
  Next movie.
View Next Movie
 

9 MB, 142 seconds

File: MOVIES/TRAM02/0071208.MOV

Voiceover
Free rotation about the carbon-carbon single bond of ethane is shown. In the eclipsed conformation, the distance between the adjacent hydrogen atoms is measured. If ethane is twisted into the staggered conformation, the distance between the adjacent hydrogen atoms increases. As the molecule is rotated about the carbon-carbon bond, notice how the conformations alternate between the staggered and eclipsed forms. This orientation is used to draw the Newman projection. A projection drawing of the head-on view of the staggered conformation of ethane is made. In this Newman projection the circle represents the carbon atom in the rear of the molecule. The center of the Y represents the carbon atom in the front of the molecule. If the molecule is twisted 60° into the eclipsed conformation, a second Newman projection is drawn.

Discussion
The pictures below show models of eclipsed ethane. The term "eclipsed" comes from the fact that in the Newman projection the front hydrogen atoms are between the viewer and the back hydrogen atoms. The front hydrogens eclipse the back ones just as the moon eclipses the sun in a solar eclipse.


Ball-and-stick Model of Eclipsed Ethane

Space-filling Model of Eclipsed Ethane

Ball-and-stick and Space-filling Models of Eclipsed Ethane
   

Design, Text and Demonstrator:  
  Gary Trammell University of Illinois at Springfield, Springfield, IL 62794
Videographer/Editor:  
  Steve Dykema University of Illinois at Springfield, Springfield, IL 62794
Voice:  
  Margaret Biddle University of Wisconsin - Madison, Madison, WI 53706
Audio Production:  
  Greg Minix University of Wisconsin - Madison, College of Engineering, Madison, WI 53706
  Jerrold J. Jacobsen University of Wisconsin - Madison, Madison, WI 53706