Date published: 2025-9-8

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Thioanisole (CAS 100-68-5)

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Alternate Names:
Methyl phenyl sulfide
CAS Number:
100-68-5
Purity:
≥99%
Molecular Weight:
124.20
Molecular Formula:
C7H8S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Thioanisole, classified as a thioether, is an organic compound presenting as a colorless liquid with a potent, pungent odor. Its versatile applications span across various industries, including chemical, pharmaceutical, and food sectors. Serving as a starting material, thioanisole is instrumental in the synthesis of diverse compounds like flavors, fragrances, and agrochemicals. In scientific research, thioanisole has found extensive use for creating flavors and fragrances, as well as agrochemicals. Moreover, in laboratory experiments, it serves as a valuable reagent for exploring the mechanisms behind different chemical reactions. For instance, researchers have employed thioanisole in the synthesis of cyclic sulfones, showing promising potential for drug discovery applications. Thioanisole′s mode of action relies on its reactivity with other molecules. Notably, it undergoes an S N2 mechanism, reacting with alkyl halides to form thioethers. Furthermore, it can combine with alcohols, leading to the formation of thioesters, and with nitriles, resulting in thiocyanates. The synthesis of cyclic sulfones, enabled by thioanisole, offers a fascinating avenue for exploring new prospects in drug discovery research.


Thioanisole (CAS 100-68-5) References

  1. Oxidation of thioanisole and p-methoxythioanisole by lignin peroxidase: kinetic evidence of a direct reaction between compound II and a radical cation.  |  Brück, TB., et al. 2003. Biochem J. 374: 761-6. PMID: 12803544
  2. Protein scaffold of a designed metalloenzyme enhances the chemoselectivity in sulfoxidation of thioanisole.  |  Zhang, JL., et al. 2008. Chem Commun (Camb). 1665-7. PMID: 18368158
  3. Experimental probing of conical intersection dynamics in the photodissociation of thioanisole.  |  Lim, JS. and Kim, SK. 2010. Nat Chem. 2: 627-32. PMID: 20651723
  4. Reaction of singlet oxygen with thioanisole in ionic liquid-acetonitrile binary mixtures.  |  Baciocchi, E., et al. 2010. Org Lett. 12: 5116-9. PMID: 21028790
  5. Co-treatment of single, binary and ternary mixture gas of ethanethiol, dimethyl disulfide and thioanisole in a biotrickling filter seeded with Lysinibacillus sphaericus RG-1.  |  Wan, S., et al. 2011. J Hazard Mater. 186: 1050-7. PMID: 21168267
  6. Amino alcohol-modified β-cyclodextrin inducing biomimetic asymmetric oxidation of thioanisole in water.  |  Shen, HM. and Ji, HB. 2012. Carbohydr Res. 354: 49-58. PMID: 22541298
  7. Visible-light-driven selective oxidation of benzyl alcohol and thioanisole by molecular ruthenium catalyst modified hematite.  |  Bai, L., et al. 2016. Chem Commun (Camb). 52: 9711-4. PMID: 27411498
  8. Full-dimensional multi-state simulation of the photodissociation of thioanisole.  |  Li, SL. and Truhlar, DG. 2017. J Chem Phys. 147: 044311. PMID: 28764367
  9. Enhanced Activity and Substrate Specificity by Site-Directed Mutagenesis for the P450 119 Peroxygenase Catalyzed Sulfoxidation of Thioanisole.  |  Wei, X., et al. 2019. ChemistryOpen. 8: 1076-1083. PMID: 31406654
  10. Selective Photocatalytic Oxidation of Thioanisole on DUT-67(Zr) Mediated by Surface Coordination.  |  Liu, Y., et al. 2020. Langmuir. 36: 2199-2208. PMID: 32075375
  11. A Density Functional Theory Study on Comparing the Reactivity of [Mn(13-TMC)(OOH)]2+ and [Mn(13-TMC)(O2)]+ for the Sulfoxidation of Thioanisole: Elucidation of Substrate and Non-Redox Metal Ion Effects.  |  Ganesan, K., et al. 2021. Inorg Chem. 60: 13615-13625. PMID: 34410107
  12. Co(NO3)2/covalent organic framework nanoparticles for high-efficiency photocatalytic oxidation of thioanisole.  |  Xu, M., et al. 2022. Chem Commun (Camb). 58: 6324-6327. PMID: 35527508
  13. Effect of the structural integrity on the size and porosity of gold-implanted mixed-metal oxide nanocomposites: their influence on the photocatalytic degradation of thioanisole.  |  Santiago Cuevas, AJ., et al. 2022. Dalton Trans. 51: 17671-17687. PMID: 36342366
  14. A Green Route to Benzyl Phenyl Sulfide from Thioanisole and Benzyl Alcohol over Dual Functional Ionic Liquids.  |  Wu, F., et al. 2023. Chem Asian J. 18: e202201078. PMID: 36445934
  15. Nonadiabatic heavy atom tunneling in 1nσ*-mediated photodissociation of thioanisole.  |  Li, C., et al. 2023. Phys Chem Chem Phys. 25: 18797-18807. PMID: 37221933

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Thioanisole, 25 ml

sc-251230
25 ml
$31.00

Thioanisole, 100 ml

sc-251230A
100 ml
$49.00