Bromobenzene – CAS No. 108-86-1

Product Overview

Bromobenzene, with the chemical formula C₆H₅Br and CAS Number 108-86-1, is a fundamental aryl halide and versatile building block in organic chemistry, serving as a solvent, Grignard reagent precursor, and intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. This colorless to pale yellow liquid exhibits moderate solubility in water (0.4 g/L at 20°C) and high miscibility with organic solvents, with a boiling point of 156°C enabling easy distillation and purification. With a typical purity ≥99%, bromobenzene provides stable reactivity under anhydrous conditions, facilitating carbon-carbon bond formations via cross-coupling reactions like Suzuki-Miyaura or Heck. Its low vapor pressure and non-flammable nature (flash point 51°C) make it a safer alternative to more volatile halides, while its aromatic stability supports long-term storage without degradation.

Key benefits of Bromobenzene include:

• Reactivity Control: Halogen’s moderate leaving group ability ideal for selective substitutions and organometallic preparations.
• Solvent Versatility: Dissolves polar and non-polar compounds for homogeneous reactions in multi-phase systems.
• High Purity Availability: Minimizes side reactions in sensitive syntheses like pharmaceutical API production.
• Thermal Stability: Withstands reflux conditions up to 150°C without decomposition.
• Regulatory Compliance: Listed under TSCA and REACH, suitable for industrial and research applications.

Bromobenzene is manufactured via electrophilic aromatic substitution of benzene with bromine, followed by distillation, yielding a high-purity product that meets ACS and USP standards for laboratory and scale-up use.

Applications

Organic Synthesis

• Grignard and Organometallic Reagents: Primary halide for preparing phenylmagnesium bromide, used in nucleophilic additions to carbonyls for alcohols and ketones in pharmaceutical intermediates.
• Cross-Coupling Reactions: Substrate in Pd-catalyzed couplings for biaryl compounds, essential in agrochemicals like herbicides and insecticides.

Solvent and Industrial Uses

• Reaction Medium: Inert solvent for organometallic reactions and polymerizations, providing non-coordinating environments for catalysts.
• Flame Retardant Precursors: Building block for brominated aromatics in epoxy resins and polystyrene additives.

Laboratory and Research

• Analytical Standards: Reference compound in GC-MS and NMR for aromatic halide calibration.
• Material Science: Intermediate for liquid crystals and conducting polymers via substitution reactions.

Why Choose Our Bromobenzene?

Our Bromobenzene is triple-distilled to achieve water content <0.01% and chloride impurities <10 ppm, ensuring anhydrous conditions for moisture-sensitive reactions and >99.5% assay for reproducible yields. Synthetic chemists report 15% faster Grignard formations and cleaner product isolation. Available in lab (100g-1kg bottles), technical (25kg drums), and industrial (200kg IBCs) grades, with stabilizer-free options for high-purity needs and full compliance with global transport regulations.

Frequently Asked Questions (FAQs)

What is Bromobenzene?

Bromobenzene is an aryl halide with the formula C₆H₅Br and CAS 108-86-1, used as a synthetic intermediate and solvent. It’s a colorless liquid that serves as a phenyl group donor in organic reactions like Grignard formations.

How is Bromobenzene used in Grignard reactions?

React 1 equivalent with magnesium turnings in dry ether under reflux to form phenylmagnesium bromide; add electrophiles like aldehydes for secondary alcohols. Maintain anhydrous conditions to prevent quenching.

Is Bromobenzene safe for laboratory handling?

Yes, with proper ventilation—it’s a skin irritant and possible carcinogen (IARC Group 2B); use gloves and fume hoods, and store away from strong bases or oxidizers.

What is the shelf life of Bromobenzene?

In sealed, inert-gas purged containers at <20°C, it remains stable for 2-3 years, with minimal peroxide formation—test for discoloration before use.

Can Bromobenzene be used in cross-coupling catalysis?

Absolutely—pair with Pd(PPh₃)₄ (1-5 mol%) and bases like K₂CO₃ for Suzuki couplings with boronic acids, yielding biaryls in 80-95% isolated yields.

Does Bromobenzene dissolve polar compounds?

Its low polarity suits non-polar substrates but dissolves moderately polar ones like esters; for highly polar, use co-solvents like DMF without catalyst poisoning.

What packaging options are available for Bromobenzene?

We provide 100mL-1L amber glass bottles for labs, 25kg polyethylene drums, and 200kg steel IBCs, all UN-approved for flammable liquids (UN 2514).

For reaction protocols, purity analysis, or custom volumes, our synthesis specialists offer expert guidance.

Contact Us

Advance your syntheses with high-quality Bromobenzene—Contact Us for samples, pricing, or technical support. We respond within 24 hours.