Overview
2,4'-Dibromoacetophenone is a brominated derivative of acetophenone, widely used as a building block in organic synthesis. Its molecular structure features two bromine atoms at the 2- and 4-positions of the phenyl ring, enhancing its reactivity in substitution and coupling reactions. This compound is particularly valued in pharmaceutical and agrochemical industries for synthesizing active ingredients. Its stable crystalline form and predictable reactivity make it a reliable intermediate for specialized chemical processes.
Physical and Chemical Properties
As a crystalline solid, 2,4'-Dibromoacetophenone exhibits moderate solubility in polar organic solvents but is insoluble in water due to its hydrophobic aromatic backbone. Its melting point range (70-72°C) allows for easy handling in laboratory and industrial settings. The presence of bromine atoms increases its density and electron-withdrawing effects, making it susceptible to nucleophilic attacks. This property is exploited in reactions like the Heck coupling or Suzuki-Miyaura cross-coupling, where it serves as an electrophilic partner.
Main Applications
In pharmaceuticals, 2,4'-Dibromoacetophenone is a precursor for antipsychotic and antibacterial agents. Its bromine atoms act as leaving groups, enabling the formation of carbon-carbon or carbon-heteroatom bonds in multi-step syntheses. The agrochemical sector uses it to manufacture herbicides and fungicides. Additionally, it finds niche applications in dye synthesis, where its aromatic ring contributes to chromophore development. Research labs employ it as a standard for bromination studies due to its well-characterized reactivity.
Safety and Storage
2,4'-Dibromoacetophenone requires careful handling to avoid skin/eye contact or inhalation. PPE (gloves, goggles, lab coat) and fume hoods are mandatory during use. It may release toxic hydrogen bromide gas if heated excessively or exposed to strong bases. Storage should be in airtight containers under inert conditions to prevent degradation. Incompatible with strong oxidizers and reducing agents. Spills should be neutralized with inert absorbents and disposed of as hazardous waste per local regulations.
B2B Procurement Guide
When sourcing 2,4'-Dibromoacetophenone, prioritize suppliers who provide detailed certificates of analysis (COA) confirming purity (≥98%) and identity (via CAS 99-73-0). Batch-specific HPLC or GC-MS reports add credibility. Bulk buyers should negotiate prices based on volume, with typical orders ranging from 1kg to drum quantities. Verify logistics compliance for hazardous chemicals, including proper labeling and SDS documentation. Consider regional suppliers to minimize lead times and transport risks.
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