Cycloadditions XX. Crystal and molecular structure of the adduct from 3-diazobutanone and carbon disulfide

1968 ◽  
Vol 90 (21) ◽  
pp. 5800-5805 ◽  
Author(s):  
Jon A. Kapecki ◽  
John E. Baldwin ◽  
Iain C. Paul
Keyword(s):  
Molecular Structure ◽  
Carbon Disulfide ◽  
Crystal And Molecular Structure

Preparation and structure of 4-(dimethylamino)thiopivalophenone – intermolecular interactions in the crystal

2019 ◽  
Vol 74 (11-12) ◽  
pp. 825-831
Author(s):  
Jürgen Voss ◽  
Dirk Buddensiek ◽  
Gunadi Adiwidjaja
Keyword(s):  
Molecular Structure ◽  
Carbon Disulfide ◽  
Quantum Chemical ◽  
Electron Distribution ◽  
Significant Contribution ◽  
Crystal And Molecular Structure ◽  
Resonance Structure ◽  
X Ray Diffraction ◽  
Torsion Angles ◽  
X Ray

Abstract4-(Dimethylamino)thiopivalophenone was prepared from 4-bromo-N,N-dimethylaniline, pivalonitrile and carbon disulfide. Its crystal and molecular structure was determined by single-crystal X-ray diffraction. The experimentally determined bond distances, bond angles and torsion angles are indicative of a significant contribution of a dipolar (“quinodimethane”) resonance structure to the electron distribution in the molecule. Quantum chemical calculations corroborate these results. The calculations, furthermore, provide an explanation of the arrangement of the molecules in the crystal.

scholarly journals Reaktionen von Derivaten der (Diphenylmethylen-amino)-essigsäure mit Schwefelkohlenstoff und Phenylisothiocyanat sowie Kristall- und Molekülstruktur des 2-(Diphenylmethylen-amino)-2-(1,3-dithian-2-yliden)-essigsäuremethylesters / Reactions of the Derivatives of (Diphenylmethylene-amino) Acetic Acid with Carbon Disulfide and Phenyl Isothiocyanate and Crystal and Molecular Structure of Methyl 2-(Diphenylmethylene-amino)-2-(1,3-dithiane-2-ylidene) Acetate

1993 ◽  
Vol 48 (4) ◽  
pp. 493-504 ◽  
Author(s):  
Wolfgang Dölling ◽  
Klaus Frost ◽  
Frank Heinemann ◽  
Helmut Hartung
Keyword(s):  
Molecular Structure ◽  
Acetic Acid ◽  
Carbon Disulfide ◽  
Structure Determination ◽  
Phase Transfer ◽  
Crystal And Molecular Structure ◽  
Phenyl Isothiocyanate ◽  
X Ray ◽  
Ketene Dithioacetals ◽  
Derivatives Of

Derivatives of (diphenylmethylene-amino) acetic acid 1-3 react in the presence of bases (NaH, t-BuONa) or under phase transfer conditions with carbon disulfide to give the corresponding ketene dithioacetals 4-11 after alkylation. Phenyl isothiocyanate and dicyclohexyl carbodiimide give rise to ketene-S,N- and N,N-acetals. Methyl 2-(diphenylmethyleneamino)-2-(1,3-dithiane-2-ylidene) acetate (7) was characterized by an X-ray structure determination. The compound has a 2-aza-1,3-butadiene fragment containing two well localized double bonds. The C=N-C=C group is significantly non-planar, the relevant torsion angle amounts to -103.5(3)°.

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