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Julolidine

From Wikipedia, the free encyclopedia
Julolidine
Diagram showing structure of julolidine
Names
Preferred IUPAC name
2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.851 Edit this at Wikidata
UNII
  • InChI=1S/C12H15N/c1-4-10-6-2-8-13-9-3-7-11(5-1)12(10)13/h1,4-5H,2-3,6-9H2 ☒N
    Key: DZFWNZJKBJOGFQ-UHFFFAOYSA-N ☒N
  • c13c2c(ccc1)CCCN2CCC3
Properties
C12H15N
Molar mass 173.259 g·mol−1
Density 1.003 g/mL
Melting point 35 °C (95 °F; 308 K)
1.568
Hazards
Flash point 110 °C (230 °F; 383 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Julolidine is a heterocyclic aromatic organic compound. It has the formula C12H15N.

Synthesis

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The first synthesis of julolidine was first reported by G. Pinkus in 1892.[1]

Applications

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This compound and its derivatives have found recent interest as photoconductive materials, chemiluminescence substances, chromogenic substrates in analytical redox reactions, dye intermediates, potential antidepressants and tranquilizers, nonlinear optical materials, high sensitivity photopolymerizable materials, and for improving color stability in photography.

References

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  1. ^ Pinkus, G. Ueber die Einwirkung von Trimethylenchlorbromid auf einige aromatische Amine und Amide. Berichte der deutschen chemischen Gesellschaft 1892, 25 (2), 2798–2806
[edit]
  • Katritzky, Alan R.; Rachwal, Bogumila; Rachwal, Stanislaw; Abboud, Khalil A. (1996). "Convenient Synthesis of Julolidines Using Benzotriazole Methodology". The Journal of Organic Chemistry. 61 (9): 3117. doi:10.1021/jo9519118. PMID 11667174.