title: Insights into the Nature of the Chemical Bonding in Thiophene-2-thiol from X-ray Absorption Spectroscopy.
abstract: Thiophenes are the simplest aromatic sulfur-containing compounds; they are widespread in fossil fuels and a variety of natural products, and they have vital roles in determining characteristic aromas that are important in food chemistry. We used a combination of sulfur K-edge X-ray absorption spectroscopy and density functional theory to investigate the chemical bonding in the novel sulfur-containing heterocycle thiophene-2-thiol. We show that solutions of thiophene-2-thiol contain significant quantities of the thione tautomer, which may be the energetically preferred 5H-thiophene-2-thione or the more accessible 3H-thiophene-2-thione.
authors: Molecular and Environmental Sciences Group, Department of Geological Sciences, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.
authors: Julien J H
authors: JJ
authors: Cotelesage
authors: Molecular and Environmental Sciences Group, Department of Geological Sciences, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.
authors: M Jake
authors: MJ
authors: Pushie
authors: Molecular and Environmental Sciences Group, Department of Geological Sciences, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.|Department of Chemistry, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5C9, Canada.
authors: Linda
authors: L
authors: Vogt
authors: Chevron Energy Technology Company , Richmond, California 94802, United States.
authors: Monica
authors: M
authors: Barney
authors: Chevron Energy Technology Company , Richmond, California 94802, United States.
authors: Andrew
authors: A
authors: Nissan
authors: Molecular and Environmental Sciences Group, Department of Geological Sciences, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.|Department of Chemistry, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5C9, Canada.
authors: Ingrid J
authors: IJ
authors: Pickering
authors: Molecular and Environmental Sciences Group, Department of Geological Sciences, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.|Department of Chemistry, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5C9, Canada.
authors: Graham N
authors: GN
authors: George
mesh_terms: D003198:Computer Simulation; D008956:Models, Chemical; D015394:Molecular Structure; D012996:Solutions / Q000737:chemistry; D013455:Sulfur / Q000737:chemistry; D013876:Thiophenes / Q000737:chemistry*; D056928:X-Ray Absorption Spectroscopy
chemical_list: D012996:Solutions; D013876:Thiophenes; D013455:Sulfur