Product Description
5-溴吲哚化学性质熔点:90-92°C(lit.)沸点:228.5°C(roughestimate)密度:1.5466(roughestimate)折射率:1.6550(estimate)储存条件:Keepindarkplace,Inertatmosphere,Storeinfreezer,under-20°C溶解度:126mg/l(calculated)形态:PowderorChunks酸度系数(pKa):16.Chemicalbook04±0.30(Predicted)颜色:WhitetolightbrownBRN:112877InChI:InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/p-5,10HInChIKey:VXWVFZFZYXOBTA-UHFFFAOYSA-NSMILES:N1C2=C(C=C(Br)C=C2)C=C1CAS数据库:10075-50-0(CASDataBaseReference)
AI Product Description
*The following content is generated by AI and is for reference only.
5-Bromoindole is a versatile heterocyclic compound widely utilized in organic synthesis, pharmaceutical research, and materials science. With the chemical formula C8H6BrN and a molecular weight of approximately 198.04 g/mol, this pale yellow to off-white crystalline solid serves as a crucial building block for constructing complex nitrogen-containing structures. Its primary identifier is CAS No. 2373-87-5, which ensures precise tracking and procurement across global chemical databases. The molecule features an indole core substituted with a bromine atom at the fifth position, a configuration that significantly enhances its reactivity compared to unsubstituted indole. This halogen substituent acts as a strategic handle for further functionalization through transition-metal-catalyzed cross-coupling reactions, such as Suzuki, Heck, or Sonogashira couplings, allowing chemists to attach diverse aryl or alkynyl groups efficiently.
In the pharmaceutical industry, 5-bromoindole is frequently employed as an intermediate in the synthesis of bioactive compounds, including anti-inflammatory agents, anticancer drugs, and antihypertensive molecules. The indole scaffold is prevalent in natural products and synthetic therapeutics due to its structural similarity to neurotransmitters like serotonin, making it invaluable for drug discovery programs targeting central nervous system disorders. Furthermore, the compound finds applications in agrochemicals, where it contributes to the development of novel pesticides and herbicides. In materials science, derivatives of 5-bromoindole are explored for their potential in creating fluorescent probes, organic semiconductors, and light-emitting diodes (OLEDs) owing to their unique electronic properties.
Handling this substance requires standard laboratory safety precautions, as it may be harmful if swallowed, inhaled, or absorbed through the skin. Proper storage involves keeping the material in a cool, dry, and well-ventilated area, away from strong oxidizing agents and incompatible substances. Due to its sensitivity to light and moisture, it is often recommended to store 5-bromoindole under an inert atmosphere or in amber glassware to maintain stability and purity over time. As a key reagent in modern organic chemistry, 5-bromoindole continues to facilitate groundbreaking research across multiple scientific disciplines, driving innovation in drug design and advanced material fabrication.
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