Lot numbers can be found on the outside label of a product:
1,1,2,3-Tetramethyl-1H-benzo[e]indol-3-ium iodide
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CAS No. 58464-25-8
- Cat. No. CS-0570869
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![1,1,2,3-Tetramethyl-1H-benzo[e]indol-3-ium iodide|CS-0570869](https://file.chemscene.com/productPIC/CS-0570869.gif)
Structure of 58464-25-8
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General Information
- CAS No. 58464-25-8
- Cat. No. CS-0570869
- Purity ≥97%
- MDL No. None
- Storage RT, sealed storage, away from moisture and light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₈IN
- Molecular Weight 351.23
- Synonym(s) N-buthy1-benzo-[C,D]-indole indide
- SMILES CC1=[N+](C2=C(C1(C)C)C3=CC=CC=C3C=C2)C.[I-]
Description
This tetramethyl-substituted benzo[e]indolium salt features a rigid, electron-deficient cationic core stabilized by iodide counterions. The steric bulk of the four methyl groups enhances solubility and reduces aggregation, while the extended π-system supports strong fluorescence and redox activity. Ideal for photoredox catalysis and organic electronics applications under standard bench conditions.
Application
1,1,2,3-Tetramethyl-1H-benzo[e]indol-3-ium iodide serves as a stable, bench-ready cationic building block for the construction of complex heterocyclic scaffolds. Its well-defined quaternary nitrogen center enables efficient functionalization in electrophilic substitution and cross-coupling reactions. The iodide counterion ensures good solubility and reactivity in polar solvents, facilitating downstream transformations. This compound functions as a key intermediate in the synthesis of biologically relevant indole-based architectures, offering predictable reactivity and ease of purification in synthetic workflows.
Synthesis
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Route1
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In-stock
![1,1,2-Trimethyl-1H-benzo[e]indole|CS-W015153](https://file.chemscene.com/productPIC/CS-W015153.gif)
41532-84-7 -
74-88-4 - ~99%
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In-stock
58464-25-8
References
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Kiyose, Kazuki; Hanaoka, Kenjiro; Oushiki, Daihi; Nakamura, Tomomi; Kajimura, Mayumi; Suematsu, Makoto; Nishimatsu, Hiroaki; Yamane, Takehiro; Terai, Takuya; Hirata, Yasunobu; Nagano, Tetsuo Journal of the American Chemical Society, 2010 , vol. 132, # 45 p. 15846 - 15848
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Route2
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563-80-4
- ~%
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In-stock
58464-25-8
References
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Russian Chemical Bulletin, , vol. 44, # 4 p. 712 - 717 Izvestiya Akademi Nauk, Seriya Khimicheskaya, , # 4 p. 732 - 736
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Route3
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2243-57-4 - ~%
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In-stock
58464-25-8
References
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Russian Chemical Bulletin, , vol. 44, # 4 p. 712 - 717 Izvestiya Akademi Nauk, Seriya Khimicheskaya, , # 4 p. 732 - 736
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 3.01
- LogP 0.8697
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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