Chemistry:2-Bromonaphthalene
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2-Bromonaphthalene is an organic compound with the formula C10H7Br. It is one of two isomeric monobromonaphthalenes, the other being 1-bromonaphthalene. Under normal conditions, the substance is a colorless solid.
Synthesis and reactions
It is prepared by treatment of 2-naphthol with triphenylphosphine dibromide:[1]
- C
10H
7(OH) + (C
6H
5)
3PBr
2 → C
10H
7Br + (C
6H
5)
3PO + HBr
It can also be prepared by a Sandmeyer reaction from 2-aminonaphthalene.[2]
It forms a Grignard reagent.[3]
References
- ↑ Schaefer, J. P.; Higgins, Jerry; Shenoy, P. K. (1969). "2-Bromonaphthalene". Organic Syntheses 49: 6. doi:10.15227/orgsyn.049.0006.
- ↑ H. Meislich, H. Nechamkin, J. Sharefkin: Organische Chemie. (= Schaum's outline). McGraw Hill, Düsseldorf 1980, ISBN 978-0-070-63425-1, S. 341.
- ↑ Beck, Albert K.; Gysi, Peter; La Vecchia, Luigi; Seebach, Dieter (1999). "(4R,5R)-2,2-Dimethyl-α,α,α',α'-Tetra(naphth-2-yl)-1,3-Dioxolane-4,5-Dimethanol from Dimethyl Tartrate and 2-Naphthyl Magnesium Bromide". Organic Syntheses 76: 12. doi:10.15227/orgsyn.076.0012.
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