- The mixed diol-dithiol 2,2-bis-(sulfanylmethyl)propane-1,3-diol: Characterization of key intermediates on a new synthetic pathway
-
A new synthetic route to 2,2-bis(sulfanylmethyl)propane-1,3-diol, (II), is described starting from the commercially available 2,2-bis(hydroxymethyl) propane-1,3-diol. The structures of two intermediates on this route are described. 5,5-Dimethenyl-2,2-dimethyl-1,3-dioxane bis(thiocyanate) (systematic name: {[5-(cyanosulfanyl)-2,2-dimethyl-1,3-dioxan-5-yl]sulfan-yl}formo-nitrile), C10H14N2O2S2, (X), crystallizes in the space group P21/c with no symmetry relationship between the two thio-cyanate groups. There is a short intra-molecular N...S contact for one thio-cyanate group, while the second group is positioned such that this type of interaction is not possible. 1,3-(Hydroxymethyl)propane-1,3- diyl bis(thiocyanate), C7H10N2O 2S2, (XI), also features a single short N...S contact in the solid state. Hydrogen bonding between two mol-ecules of compound (XI) results in the formation of dimers in the crystal, which are then linked together by a second hydrogen-bond interaction between the dimers. In addition, the structures of two inter-mediates from an unsuccessful alternative synthesis of (II) are reported. 2,2-Bis(chloromethyl)propane-1,3-diol, C5H 10Cl2O2, (VI), crystallized as an inversion twin with a minor twin fraction of 0.43 (6). It forms a zigzag structure as a result of intermolecular hydrogen bonding. The structure of 9,9-di-methyl-2,4,8, 10-tetraoxa-3λ4-thiaspiro-[5.5]undecan-3-one, C 8H14O5S, (VII), shows evidence for a weak S...O contact with a distance of 3.2529 (11) A.
- Simmons, Trevor R.,Pickett, Christopher J.,Wright, Joseph A.
-
-
Read Online
- 3-4-Alkylenedioxythiophene diols, their preparation and use in capacitors
-
3,4-Alkylenedioxythiophene derivatives of the formulae I and II 1 where n and m are each an integer, their preparation and their use for preparing electrically conductive oligomers or polymers, in particular for producing solid electrolytes for electrolytic capacitors, and also oligomers or polymers in which these 3,4-alkylenedioxythiophene derivatives are present as repeating units.
- -
-
-