Ethylene trithiocarbonate

Ethylene trithiocarbonate is an organosulfur compound with the formula C2H4S2CS.[1] This yellow solid is prepared by alkylation of trithiocarbonate with 1,2-dibromoethane.[2] Ethylene trithiocarbonate is an intermediate in the synthesis of tetrathiafulvalene and its derivatives.[3]

Ethylene trithiocarbonate
Names
Other names
1,3-dithiolane-2-thione
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 212-498-9
UNII
  • InChI=1S/C3H4S3/c4-3-5-1-2-6-3/h1-2H2
    Key: XCWPBWWTGHQKDR-UHFFFAOYSA-N
  • C1CSC(=S)S1
Properties
C3H4S3
Molar mass 136.25 g·mol−1
Appearance yellow solid
Melting point 37 °C (99 °F; 310 K)
Boiling point 95–105 °C (203–221 °F; 368–378 K) 0.01 torr
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Fallah-Mehrjardi, Mehdi (2018). "Review of the organic trithiocarbonates synthesis". Monatshefte für Chemie - Chemical Monthly. 149 (11): 1931–1944. doi:10.1007/s00706-018-2256-1. S2CID 106299061.
  2. ^ Lee, Albert W. M.; Chan, W. H.; Wong, H. C. (1988). "One Pot Phase Transfer Synthesis of Trithiocarbonates from Carbon Bisulphide and Alkyl Halides". Synthetic Communications. 18 (13): 1531–1536. doi:10.1080/00397918808081310.
  3. ^ Gorgues, Alain; Hudhomme, Piétrick; Sallé, Marc (2004). "Highly Functionalized Tetrathiafulvalenes: Riding along the Synthetic Trail from Electrophilic Alkynes". Chemical Reviews. 104 (11): 5151–5184. doi:10.1021/cr0306485. PMID 15535646.