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 organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...

aromatic In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated system, conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugati ...

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

. 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. W ...

materials,

chemiluminescence Chemiluminescence (also chemoluminescence) is the emission of light (luminescence) as the result of a chemical reaction, i.e. a chemical reaction results in a flash or glow of light. A standard example of chemiluminescence in the laboratory se ...

substances, chromogenic substrates in analytical

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

, 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 typicall ...

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