Cas no 65826-97-3 (5-tert-butyl-2,3-dihydro-1H-indole)

5-tert-Butyl-2,3-dihydro-1H-indole is a substituted indole derivative characterized by a tert-butyl group at the 5-position and a saturated 2,3-dihydro-1H-indole core. This structure imparts enhanced steric and electronic properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The tert-butyl group improves stability and influences reactivity, while the dihydroindole scaffold offers versatility in heterocyclic chemistry. Its well-defined molecular framework is advantageous for the development of bioactive compounds, including ligands and agrochemicals. The compound's purity and consistent performance make it suitable for precise applications in medicinal chemistry and material science.
5-tert-butyl-2,3-dihydro-1H-indole structure
65826-97-3 structure
Product Name:5-tert-butyl-2,3-dihydro-1H-indole
CAS No:65826-97-3
MF:C12H17N
MW:175.270083189011
CID:2794710
PubChem ID:16781678
Update Time:2025-10-28

5-tert-butyl-2,3-dihydro-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 5-tert-butyl-2,3-dihydro-1H-indole
    • 65826-97-3
    • 5-(tert-Butyl)indoline
    • 890-096-8
    • DTXSID30588402
    • EN300-140183
    • SCHEMBL10100725
    • DTXCID80539166
    • 1H-Indole, 5-(1,1-dimethylethyl)-2,3-dihydro-
    • QCA82697
    • AKOS009132813
    • Inchi: 1S/C12H17N/c1-12(2,3)10-4-5-11-9(8-10)6-7-13-11/h4-5,8,13H,6-7H2,1-3H3
    • InChI Key: DCWWFXGCBMZVFC-UHFFFAOYSA-N
    • SMILES: N1CCC2C=C(C=CC1=2)C(C)(C)C

Computed Properties

  • Exact Mass: 175.136099547g/mol
  • Monoisotopic Mass: 175.136099547g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 180
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 12?2

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5-tert-butyl-2,3-dihydro-1H-indole Related Literature

Additional information on 5-tert-butyl-2,3-dihydro-1H-indole

5-Tert-butyl-2,3-dihydro-1H-indole: A Comprehensive Overview

The compound with CAS No 65826-97-3, commonly referred to as 5-tert-butyl-2,3-dihydro-1H-indole, is a significant molecule in the field of organic chemistry and pharmacology. This compound belongs to the indole family, which has garnered considerable attention due to its versatile applications in drug discovery and material science. The indole core of this molecule is a bicyclic structure consisting of a benzene ring fused to a pyrrole ring, while the tert-butyl substituent at the 5-position introduces steric bulk and enhances its chemical stability.

Recent studies have highlighted the potential of 5-tert-butyl-2,3-dihydro-1H-indole in various therapeutic areas. For instance, researchers have explored its role as a precursor for synthesizing bioactive compounds with anti-inflammatory and antioxidant properties. The steric hindrance introduced by the tert-butyl group has been shown to influence the molecule's reactivity and selectivity in enzymatic reactions, making it a valuable substrate in asymmetric synthesis.

In addition to its pharmacological applications, 5-tert-butyl-2,3-dihydro-1H-indole has also found utility in materials science. Its unique electronic properties make it a promising candidate for use in organic electronics, particularly in the development of semiconducting materials for flexible electronics and photovoltaic devices. Recent advancements in this area have demonstrated that derivatives of this compound can exhibit enhanced charge transport properties under specific conditions.

The synthesis of 5-tert-butyl-2,3-dihydro-1H-indole typically involves multi-step processes that combine principles from both classical and modern organic chemistry. One common approach involves the Friedlander synthesis, which utilizes an o-amino aryl aldehyde or ketone as a starting material. The introduction of the tert-butyl group is often achieved through alkylation or acylation reactions, followed by cyclization steps to form the indole core.

From an environmental standpoint, the stability and biodegradability of 5-tert-butyl-2,3-dihydro-1H-indole have been topics of recent research interest. Studies indicate that while the molecule exhibits moderate persistence in aqueous environments due to its hydrophobic nature, it can undergo microbial degradation under specific conditions. This information is crucial for assessing its potential impact on ecosystems and guiding responsible use in industrial applications.

In conclusion, 5-Tert-butyl-2,3-dihydro-1H-indole (CAS No 65826-97-3) stands out as a versatile and intriguing compound with diverse applications across multiple scientific disciplines. Its unique structural features and reactivity make it an invaluable tool for researchers in drug discovery, materials science, and beyond. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing modern science.

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