1-Bromonaphthalene is an

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. T ...

with the formula C₁₀H₇Br. 1-Bromonaphthalene

It is one of two isomeric bromonaphthalenes, the other being 2-bromonaphthalene. Under normal conditions, the substance is a colorless liquid.

Synthesis and reactions

It is prepared by treatment of naphthalene with

bromine Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table ( halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simi ...

: :C₁₀H₈ + Br₂ → C₁₀H₇Br + HBr The compound exhibits many reactions typical of aryl bromides. Bromide can be displaced by

cyanide Cyanide is a naturally occurring, rapidly acting, toxic chemical that can exist in many different forms. In chemistry, a cyanide () is a chemical compound that contains a functional group. This group, known as the cyano group, consists of ...

to give the nitrile. It forms a Grignard reagent and organolithium compound. 1-Lithionaphthalene can be further lithiated to give 1,8-dilithionaphthalene, a precursor to peri-naphthalene compounds.

Applications

Because of its high

refractive index In optics, the refractive index (or refraction index) of an optical medium is a dimensionless number that gives the indication of the light bending ability of that medium. The refractive index determines how much the path of light is bent, or ...

, (1.656-1.659_nD) 1-bromonaphthalene is used as an embedding agent in microscopy and for determining the refraction of crystals. The compound is also used as a precursor to various substituted derivatives of naphthalene.

References

{{DEFAULTSORT:Broronaphthalene, 1- Bromoarenes 1-Naphthyl compounds

Synthesis and reactions

Applications

See also

References