Julolidine

Julolidine is a heterocyclic aromatic organic compound. It has the formula C₁₂H₁₅N.

Julolidine

Names
IUPAC name Julolidine
Other names 2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine
Identifiers
CAS Number	479-59-4
3D model (JSmol)	Interactive image
ChemSpider	61383
ECHA InfoCard	100.006.851
PubChem CID	68069
UNII	8ERL3KJ6GQ
CompTox Dashboard (EPA)	DTXSID0060060
InChI 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 Key: DZFWNZJKBJOGFQ-UHFFFAOYSA-N InChI=1/C12H15N/c1-4-10-6-2-8-13-9-3-7-11(5-1)12(10)13/h1,4-5H,2-3,6-9H2 Key: DZFWNZJKBJOGFQ-UHFFFAOYAM
SMILES c13c2c(ccc1)CCCN2CCC3
Properties
Chemical formula	C12H15N
Molar mass	173.259 g·mol^−1
Density	1.003 g/mL
Melting point	35 °C (95 °F; 308 K)
Refractive index (nD)	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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Infobox references

Synthesis

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

Applications

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

1. Pinkus, G. Ueber die Einwirkung von Trimethylenchlorbromid auf einige aromatische Amine und Amide. Berichte der deutschen chemischen Gesellschaft 1892, 25 (2), 2798–2806

External links

• 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.