Product Overview

tert-Butyl 4-bromobenzoate is an organic compound with the molecular formula C₁₁H₁₃BrO₂ and molecular weight of 257.12 g/mol. This white to off-white crystalline solid is a valuable intermediate in pharmaceutical and organic synthesis research. The compound features a bromine atom and a tert-butyl ester protecting group at the para positions of the benzene ring.

Synthetic Process

• Esterification: 4-Bromobenzoic acid is esterified with tert-butyl alcohol in the presence of an acid catalyst or using tert-butyl chloroformate

• Purification: The crude product is purified by recrystallization or chromatography

• Drying: The purified product is dried under vacuum

Mechanism of Action

• Cross-Coupling Substrate: The aryl bromide enables Suzuki-Miyaura and other coupling reactions

• Protecting Group Chemistry: The tert-butyl ester serves as a carboxylic acid protecting group, removable under mild acidic conditions

• Organic Synthesis: Versatile intermediate for the preparation of functionalized benzoic acid derivatives

Research Applications & Market Significance

• Pharmaceutical Research: Building block for drug discovery programs requiring orthogonal protection strategies

• Organic Synthesis: Versatile intermediate for functionalized benzoate derivatives

• Peptide Synthesis: Used in the preparation of protected amino acid derivatives

• Material Science: Used in the preparation of specialty polymers

Quality Specifications

• Purity: ≥98.0% determined by GC

• Melting point: 52-55°C

• Loss on drying: ≤0.5%

• Storage: 2-8°C, sealed, protected from light

• Stable for 24 months when properly stored

Packaging & Shipping

• Research quantities: 5g, 25g amber glass vials

• Bulk quantities: 100g, 500g amber glass bottles

• Shipped at ambient temperature