Date published: 2025-10-15

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2-Methylindole (CAS 95-20-5)

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Alternate Names:
2-Methyl-1H-indole
Application:
2-Methylindole is a reactant for Friedel-Crafts alkylation reactions
CAS Number:
95-20-5
Purity:
>98%
Molecular Weight:
131.17
Molecular Formula:
C9H9N
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Methylindole is a reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction, Friedel-Crafts alkylation reactions, and Michael addition reactions. 2-Methylindole is an intermediate in the synthesis of indole derivative with potential antifungal activities. This compound is used as a starting material for the synthesis of various organic compounds such as dyes and polymers.


2-Methylindole (CAS 95-20-5) References

  1. Nature of non-radiative processes involved in the excited state of 9-cyanoanthracene in presence of 2-methylindole/2-methylindoline quenchers. A laser flash photolysis study to reveal the medium effects.  |  Misra, T., et al. 2002. Spectrochim Acta A Mol Biomol Spectrosc. 58: 1631-41. PMID: 12166735
  2. Adsorption of indole and 2-methylindole on ligand-exchange matrix.  |  Erciyes, N., et al. 2004. J Colloid Interface Sci. 278: 91-5. PMID: 15313641
  3. The reaction of indole with the aminoacrylate intermediate of Salmonella typhimurium tryptophan synthase: observation of a primary kinetic isotope effect with 3-[(2)H]indole.  |  Cash, MT., et al. 2004. Arch Biochem Biophys. 432: 233-43. PMID: 15542062
  4. Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.  |  Ximenes, VF., et al. 2005. Braz J Med Biol Res. 38: 1575-83. PMID: 16258625
  5. Synthetic studies on indolocarbazoles: total synthesis of staurosporine aglycon.  |  Rajeshwaran, GG. and Mohanakrishnan, AK. 2011. Org Lett. 13: 1418-21. PMID: 21341756
  6. 2-Methylindole as an indicative nucleophile for developing a three-component reaction of aldehyde with two different nucleophiles.  |  Jiang, D., et al. 2014. ACS Comb Sci. 16: 287-92. PMID: 24555774
  7. Zebrafish cardiotoxicity: the effects of CYP1A inhibition and AHR2 knockdown following exposure to weak aryl hydrocarbon receptor agonists.  |  Brown, DR., et al. 2015. Environ Sci Pollut Res Int. 22: 8329-38. PMID: 25532870
  8. Synthesis of Quinoline-Fused 1-Benzazepines through a Mannich-Type Reaction of a C,N-Bisnucleophile Generated from 2-Aminobenzaldehyde and 2-Methylindole.  |  Min, L., et al. 2016. Org Lett. 18: 364-7. PMID: 26757343
  9. Spectroscopic study of 2-methylindole and 3-methylindole: Solvents interactions and DFT studies.  |  Popoola, SA. 2018. Spectrochim Acta A Mol Biomol Spectrosc. 189: 578-585. PMID: 28881283
  10. Transition-Metal-Free Coupling Reaction of Dithiocarbamates with Indoles: C-S Bond Formation.  |  Halimehjani, AZ., et al. 2018. J Org Chem. 83: 5778-5783. PMID: 29693382
  11. Homogeneously-catalysed hydrogen release/storage using the 2-methylindole/2-methylindoline LOHC system in molten salt-organic biphasic reaction systems.  |  Søgaard, A., et al. 2019. Chem Commun (Camb). 55: 2046-2049. PMID: 30687857
  12. Dehydrogenation of the liquid organic hydrogen carrier system 2-methylindole/2-methylindoline/2-methyloctahydroindole on Pt(111).  |  Bachmann, P., et al. 2019. J Chem Phys. 151: 144711. PMID: 31615244
  13. Antibiofilm and Antivirulence Properties of Indoles Against Serratia marcescens.  |  Sethupathy, S., et al. 2020. Front Microbiol. 11: 584812. PMID: 33193228
  14. Preparation and evaluation a mixed-mode stationary phase with C18 and 2-methylindole for HPLC.  |  Hosseini, ES. and Tabar Heydar, K. 2021. Biomed Chromatogr. 35: e5068. PMID: 33450065
  15. Copper-catalyzed multicomponent reactions for the efficient synthesis of diverse spirotetrahydrocarbazoles.  |  Zhan, SC., et al. 2022. Beilstein J Org Chem. 18: 796-808. PMID: 35875709

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Methylindole, 25 g

sc-254280
25 g
$32.00