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4,6-Dimethyldibenzothiophene

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4,6-Dimethyldibenzothiophene
Names

Other names 4,6-DMDBT
Identifiers
CAS Number	1207-12-1
3D model (JSmol)	Interactive image
ChemSpider	1064783
EC Number	214-894-7
PubChem CID	1268103
InChI InChI=1S/C14H12S/c1-9-5-3-7-11-12-8-4-6-10(2)14(12)15-13(9)11/h3-8H,1-2H3 Key: MYAQZIAVOLKEGW-UHFFFAOYSA-N
SMILES CC1=C2C(=CC=C1)C3=CC=CC(=C3S2)C
Properties
Chemical formula	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 labelling:^[1]
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264, P270, P301+P317, 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 (C₆H₃CH₃)₂S. 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[edit]

^ "4,6-Dimethyldibenzothiophene". pubchem.ncbi.nlm.nih.gov.

^ 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.

^ 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.

^ 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.

^ 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.

Retrieved from "https://en.wikipedia.org/w/index.php?title=4,6-Dimethyldibenzothiophene&oldid=1195496565" Categories: ●Thiophenes ●Heterocyclic compounds with 3 rings Hidden categories: ●Articles without InChI source ●Articles without EBI source ●Articles without KEGG source ●Articles without UNII source ●Chembox having GHS data ●Articles containing unverified chemical infoboxes ●Articles with short description ●Short description with empty Wikidata description ●This page was last edited on 14 January 2024, at 02:33 (UTC). ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization. ●Privacy policy ●About Wikipedia ●Disclaimers ●Contact Wikipedia ●Code of Conduct ●Developers ●Statistics ●Cookie statement ●Mobile view