Chemistry:4,6-Dimethyldibenzothiophene

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4,6-Dimethyldibenzothiophene
Me2DBT.svg
Names
Other names
4,6-DMDBT
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 214-894-7
Properties
C14H12S
Molar mass 212.31 g·mol−1
Appearance white solid
Density 1.18 g/cm3
Melting point 153–157 °C (307–315 °F; 426–430 K)
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H302
P264, P270, P301+317Script error: No such module "Preview warning".Category:GHS errors, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references


4,6-Dimethyldibenzothiophene is an organosulfur compound with the formula (C
6
H
3
CH
3
)
2
S
. It is one of several dimethyl derivatives of benzothiophene. The compound is of particular interest as an organosulfur contaminant in petroleum that is recalcitrant. Both methyl groups shield the sulfur center from desulfurization.[2][3]

The compound can be oxidized to the sulfoxide with hydrogen peroxide.[4] Many methods for synthesis of this compound have been described. Often the methods proceed via derivatives of diphenyl sulfide.[5]

References

  1. "4,6-Dimethyldibenzothiophene" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/1268103#section=Safety-and-Hazards. 
  2. Song, Chunshan; Ma, Xiaoliang (2003). "New Design Approaches to Ultra-Clean Diesel Fuels by Deep Desulfurization and Deep Dearomatization". Applied Catalysis B: Environmental 41 (1–2): 207–238. doi:10.1016/s0926-3373(02)00212-6. 
  3. Gates, B.C.; Topsøe, Henrik (1997). "Reactivities in Deep Catalytic Hydrodesulfurization: Challenges, Opportunities, and the Importance of 4-Methyldibenzothiophene and 4,6-Dimethyldibenzothiophene". Polyhedron 16 (18): 3213–3217. doi:10.1016/s0277-5387(97)00074-0. 
  4. Sato, Kazuhiko; Hyodo, Mamoru; Aoki, Masao; Zheng, Xiao-Qi; Noyori, Ryoji (2001). "Oxidation of Sulfides to Sulfoxides and Sulfones with 30% Hydrogen Peroxide under Organic Solvent- and Halogen-Free Conditions". Tetrahedron 57 (13): 2469–2476. doi:10.1016/s0040-4020(01)00068-0. 
  5. Meille, Valérie; Schulz, Emmanuelle; Lemaire, Marc; Faure, René; Vrinat, Michel (1996). "An Efficient Synthesis of Pure 4,6-Dimethyldibenzothiophene". Tetrahedron 52 (11): 3953–3960. doi:10.1016/S0040-4020(96)00041-5.