• 1. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 2. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
  Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
• 3. Fe3O4 nanosphere@microporous organic networks: enhanced anode performances in lithium ion batteries through carbonization?
  Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk Son Chem. Commun., 2014,50, 7723-7726
• 4. Fe3O4@PANI: a magnetic polyaniline nanomaterial for highly efficient and handy enrichment of intact N-glycopeptides??
  Zhizhen Lai,Mo Zhang,Jinyu Zhou,Tianjing Chen,Dan Li,Xuejing Shen,Jia Liu,Jiang Zhou,Zhili Li Analyst, 2021,146, 4261-4267
• 5. Distributed research: a new paradigm for undergraduate research and global problem solving?
  Bruce Parkinson Energy Environ. Sci., 2010,3, 509-511

Comprehensive Overview of 3-Bromo-5-isopropoxybenzoic acid (CAS No. 1119779-04-2): Properties, Applications, and Industry Insights

3-Bromo-5-isopropoxybenzoic acid (CAS No. 1119779-04-2) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated benzoic acid derivative features a unique molecular structure, combining a carboxylic acid functional group with an isopropoxy substituent at the 5-position and a bromine atom at the 3-position. Such structural characteristics make it a valuable intermediate in synthetic chemistry, particularly for the development of active pharmaceutical ingredients (APIs) and crop protection agents.

The compound's molecular formula, C₁₀H₁₁BrO₃, and molecular weight of 259.10 g/mol reflect its moderate polarity, which influences its solubility in organic solvents like dichloromethane, ethyl acetate, and dimethyl sulfoxide (DMSO). Researchers often exploit this property for purification and crystallization processes. Recent studies highlight its role in Suzuki-Miyaura cross-coupling reactions, a trending topic in green chemistry due to the growing demand for sustainable synthesis methods.

In the context of drug discovery, 3-Bromo-5-isopropoxybenzoic acid serves as a key building block for biaryl compounds, which are prevalent in kinase inhibitors and G-protein-coupled receptor (GPCR) modulators. This aligns with current industry trends focusing on targeted therapies for oncology and metabolic diseases. A 2023 survey by the American Chemical Society identified heterocyclic brominated intermediates as one of the top-requested chemical classes in contract research organizations (CROs).

From an analytical chemistry perspective, the compound exhibits characteristic FT-IR peaks at 1680 cm^-1 (C=O stretch) and 1250 cm^-1 (C-O-C stretch), while its proton NMR spectrum typically shows a singlet at δ 7.8 ppm for the aromatic proton adjacent to the bromine atom. These spectral features are frequently discussed in structure elucidation forums and QC method development webinars.

The agrochemical sector utilizes 3-Bromo-5-isopropoxybenzoic acid in designing herbicide safeners and fungicide intermediates, addressing the global need for crop yield optimization. With the precision agriculture market projected to reach $12.8 billion by 2027 (MarketsandMarkets 2023), demand for such specialty chemicals continues to rise. Notably, the compound's isopropoxy group enhances lipid solubility, improving foliar absorption in plant protection formulations.

Quality control protocols for CAS 1119779-04-2 typically specify ≥98% purity by HPLC analysis, with strict limits on heavy metal contaminants (<10 ppm) and residual solvents per ICH Q3C guidelines. These specifications cater to the pharmaceutical industry's emphasis on impurity profiling, a hot topic in regulatory compliance discussions.

Storage recommendations for this compound emphasize protection from moisture and light at 2-8°C, reflecting standard practices for benzoic acid derivatives. Suppliers often provide stability data under accelerated conditions (40°C/75% RH for 6 months) to support material qualification processes. Such documentation addresses frequent queries from process chemists regarding compound shelf life.

Emerging applications include its use in metal-organic frameworks (MOFs) research, where the bromine atom facilitates post-synthetic modification. This connects with the booming interest in porous materials for gas storage and catalysis applications. A 2024 review in Advanced Materials highlighted brominated aromatics as versatile linkers for crystalline engineering.

From a supply chain perspective, 3-Bromo-5-isopropoxybenzoic acid availability has improved with the expansion of GMP-compliant manufacturing facilities in Asia-Pacific regions. This development responds to the pharmaceutical industry's need for geographic diversification of key starting materials (KSMs), a strategic priority post-pandemic.

Environmental considerations include the compound's biodegradability profile, with recent OECD 301F tests showing 65% degradation in 28 days. This data supports its selection over more persistent alternatives in line with green chemistry principles and REACH regulations.

Patent analysis reveals growing interest in 3-Bromo-5-isopropoxybenzoic acid derivatives, with 23 new applications filed in 2023 alone (Derwent Innovation data). Key areas include biodegradable polymers and photoactive materials, aligning with the circular economy movement.

For researchers exploring structure-activity relationships (SAR), the compound's electron-withdrawing bromine and electron-donating isopropoxy groups create an interesting electronic balance. This property makes it valuable for medicinal chemistry programs investigating allosteric modulation.

The global market for brominated aromatic compounds is expected to grow at 5.2% CAGR through 2030 (Grand View Research), driven by demand from the electronics sector for flame retardants and the pharmaceutical industry for halogenated intermediates. However, 3-Bromo-5-isopropoxybenzoic acid maintains niche applications due to its specific regiochemistry.

Recent methodological advances include continuous flow synthesis approaches for this compound, reducing batch variability and improving atom economy by 15% compared to traditional methods. These innovations respond to the chemical industry's push toward Industry 4.0 technologies.

In academic settings, the compound serves as an excellent case study for teaching electrophilic aromatic substitution principles and protecting group strategies. Its synthesis typically involves bromination of 5-isopropoxybenzoic acid, followed by recrystallization purification - a standard experiment in many advanced organic chemistry courses.

Looking ahead, the development of enantioselective derivatives of 3-Bromo-5-isopropoxybenzoic acid presents exciting opportunities, particularly for chiral auxiliaries in asymmetric synthesis. This direction aligns with the pharmaceutical industry's increasing focus on single enantiomer drugs.

• 1261956-31-3(Methyl 3-bromo-5-propoxybenzoate)
• 56709-70-7(Methyl 3-bromo-5-methoxybenzoate)
• 62176-16-3(5-Bromo-2-isopropoxybenzoic Acid)
• 1226808-68-9(3-Bromo-5-propoxybenzoic acid)
• 1255574-48-1(Methyl 3-bromo-5-isopropoxybenzoate)
• 1228956-96-4(3-Bromo-5-butoxybenzoic acid)
• 213598-20-0(3-Bromo-4-isopropoxybenzoic acid)
• 1131594-11-0(3-Bromo-4-(tert-butoxy)benzoic acid)
• 860695-64-3(Methyl 3-bromo-5-ethoxybenzoate)
• 157893-14-6(3-Bromo-5-methoxybenzoic acid)