1-Bromonaphthalene is used in organic synthesis and refractometry of fats. It is used in the preparation of N-aryl imidazoles and diaryl ethers. It is used to determine the refractive index of crystals and the water content of alcohols. It is utilized in the preparation of glutathione peroxidase-like antioxidant activity of diaryl diselenides. Further, it serves as a solvent for the exfoliation and dispersion of hexabenzocoronene. In addition to this, it is used as a refrigerant and a solvent molecular weight substance.

The invention belongs to the field of organic chemical synthesis, and in particular relates to a preparation method of 1-bromonaphthalene synthesized of hydrobromic acid, hydrogen peroxide and the like. The preparation method disclosed by the invention comprises the following steps of: adding industrial naphthalene, dichloroethane and hydrobromic acid into a four-neck flask provided with a stirrer, a condenser pipe and a thermometer, adding water, dropwise adding hydrogen peroxide at normal temperature, reacting at 40-45 DEG C under heat-preserved condition; and at the end of the reaction, separating out a water layer, distilling out dichloroethane, distilling under reduced pressure to obtain 1-bromonaphthalene. The preparation method disclosed by the invention is convenient in preparation process, low in equipment requirement, hardly causes environmental pollution, can produce high-quality products and is applied to mass production; the utilization rate of the bromine resource is high; the residual Br is very low after reaction; environment pollution is hardly caused; and the prepared 1-bromonaphthalene is same as the standard sample through gas-phase and liquid-phase detection.

Application

1-Bromonaphthalene is a bromoarene that can be used in:

• Palladium-catalyzed Suzuki–Miyaura coupling reaction with potassium aryltrifluoroborates without the use of phase-transfer catalysts or phosphine ligands.[1]
• The preparation of indeno annelated polycyclic aromatic hydrocarbons by reacting with o-bromobenzeneboronic acid and oligocyclic bromoarenes via Suzuki-Heck type coupling.[2]
• Ni catalyzed Kumada–Tamao–Corriu cross-coupling reaction with PhMgBr.[3]
• The preparation of arylnaphthalenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with aryl boronic acid.[4]