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9,10-Dithioanthracene

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9,10-Dithioanthracene
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name Anthracene-9,10-dithiol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H10S2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8,15-16HKey: QHWTVIYSEHVEKU-UHFFFAOYSA-N
SMILES
  • SC1=C2C(C=CC=C2)=C(S)C3=CC=CC=C31
Properties
Chemical formula C14H10S2
Molar mass 242.35 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

9,10-Dithioanthracene (DTA) is an organic molecule and a derivative of anthracene with two thiol groups. In 2004, DTA molecules were demonstrated to be able to "walk" in a straight line (reportedly a first) on a metal surface by, in effect, mimicking the bipedal motion of a human being. The sulfur-bearing functional groups on either side (referred to as "linkers") serve as the molecule's "feet". When the compound is heated on a flat copper surface, the linkers raise up, alternating from side to side, and propel the molecule forward.

During testing at UC Riverside's Center for Nanoscale Science and Engineering, the molecule took about 10,000 unassisted nano-scale steps, moving in a straight line without requiring the assistance of nano-rails or nano-grooves for guidance. As described by one of the researchers, "Similar to a human walking, where one foot is kept on the ground while the other moves forward and propels the body, our molecule always has one linker on a flat surface, which prevents the molecule from stumbling to the side or veering off course." Researchers believe the project could lead to the development of molecular computers in which DTA or other similar molecules would function as nano-abacuses.

References

  1. Molecular Machines and Motors Recent Advances and Perspectives Series: Topics in Current Chemistry, Vol. 354 Credi, Alberto, Silvi, Serena, Venturi, Margherita (Eds.) 2014
  2. Wilson, Elizabeth K. (September 27, 2005). "Molecules Take A Walk - Unidirectional motion gives researchers control important for molecular machines, self-assembly". C&EN. 83 (40). Retrieved November 5, 2014.
  3. Kwon, KY; Wong, KL; Pawin, G; Bartels, L; Stolbov, S; Rahman, TS (2005). "Unidirectional adsorbate motion on a high-symmetry surface: "walking" molecules can stay the course". Physical Review Letters. 95 (16): 166101. Bibcode:2005PhRvL..95p6101K. doi:10.1103/PhysRevLett.95.166101. PMID 16241817.
  4. "Molecule Walks Like a Human" Archived 2007-08-08 at the Wayback Machine, UC Riverside News Release, September 26, 2005
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