Julolidine is a

heterocyclic A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and ...

aromatic In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...

organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...

. It has the formula C₁₂H₁₅N.

Synthesis

The first synthesis of julolidine was first reported by G. Pinkus in 1892.Pinkus, G. Ueber die Einwirkung von Trimethylenchlorbromid auf einige aromatische Amine und Amide.

Berichte der deutschen chemischen Gesellschaft ''Chemische Berichte'' (usually abbreviated as ''Ber.'' or ''Chem. Ber.'') was a German-language scientific journal of all disciplines of chemistry founded in 1868. It was one of the oldest scientific journals in chemistry, until it merged with ' ...

1892, 25 (2), 2798–2806

Applications

This compound and its derivatives have found recent interest as

photoconductive Photoconductivity is an optical and electrical phenomenon in which a material becomes more electrically conductive due to the absorption of electromagnetic radiation such as visible light, ultraviolet light, infrared light, or gamma radiation. Whe ...

materials,

chemiluminescence Chemiluminescence (also chemoluminescence) is the emission of light (luminescence) as the result of a chemical reaction. There may also be limited emission of heat. Given reactants A and B, with an excited intermediate ◊, : + -> lozenge -> ...

substances,

chromogenic In chemistry, the term chromogen refers to a colourless (or faintly coloured) chemical compound that can be converted by chemical reaction into a compound which can be described as "coloured". There is no universally agreed definition of the term. ...

substrates in analytical

redox reactions Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a d ...

, dye intermediates, potential antidepressants and tranquilizers,

nonlinear optical Nonlinear optics (NLO) is the branch of optics that describes the behaviour of light in ''nonlinear media'', that is, media in which the polarization density P responds non-linearly to the electric field E of the light. The non-linearity is typic ...

materials, high sensitivity photopolymerizable materials, and for improving color stability in photography.

References

External links

* {{cite journal , doi = 10.1021/jo9519118, pmid = 11667174, title = Convenient Synthesis of Julolidines Using Benzotriazole Methodology, journal = The Journal of Organic Chemistry, volume = 61, issue = 9, pages = 3117, year = 1996, last1 = Katritzky, first1 = Alan R., last2 = Rachwal, first2 = Bogumila, last3 = Rachwal, first3 = Stanislaw, last4 = Abboud, first4 = Khalil A. Tetrahydroquinolines Heterocyclic compounds with 3 rings Julolidines Substances discovered in the 19th century