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1-Bromonaphthalene

Chemical compound From Wikipedia, the free encyclopedia

1-Bromonaphthalene
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1-Bromonaphthalene is an organic compound with the formula C10H7Br.

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

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Synthesis and reactions

It is prepared by treatment of naphthalene with bromine:[1]

C10H8 + Br2 → C10H7Br + HBr

The compound exhibits many reactions typical of aryl bromides. Bromide can be displaced by cyanide to give the nitrile. It forms a Grignard reagent[2] and organolithium compound. 1-Lithionaphthalene can be further lithiated to give 1,8-dilithionaphthalene, a precursor to peri-naphthalene compounds.

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Applications

Because of its high refractive index (1.656-1.659nD),[3] 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.

See also

References

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