Production Method 1

90971-89-4

90971-89-4

1643-15-8

Reaction Conditions

1.1 Solvents: Acetonitrile ,  Water ;  overnight, pH 9.5, rt
1.2 Reagents: Ethanol
1.3 Reagents: Molybdenum hexacarbonyl ,  Cesium hydroxide Catalysts: Palladate(1-), [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC]chloro[2′-(dicyclohexylphos… Solvents: 1-Methoxy-2-propanol ,  Water ;  15 h, 80 °C

Reference

Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis

Li, Jian-Yuan; Miklossy, Gabriella; Modukuri, Ram K.; Bohren, Kurt M.; Yu, Zhifeng; et al, Bioconjugate Chemistry, 2019, 30(8), 2209-2215

2-(4-Bromo-3-methylphenoxy)acetic acid Raw materials

• 2-(4-Bromo-3-methylphenoxy)acetic acid

2-(4-Bromo-3-methylphenoxy)acetic acid Preparation Products

• 2-(3-methylphenoxy)acetic acid (1643-15-8)
• 2-(4-Bromo-3-methylphenoxy)acetic acid (90971-89-4)

• 1. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388
• 2. An analysis of the WTC fires using CIB correlations and simple modeling
  JGQuintiere
• 3. An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon?
  Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
• 4. An atomic scale study of defects in Co2FeAl
  Ravi Kumar Yadav,R. Govindaraj Phys. Chem. Chem. Phys., 2020,22, 26876-26886
• 5. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
  Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551

Comprehensive Overview of 2-(4-Bromo-3-methylphenoxy)acetic acid (CAS No. 90971-89-4): Properties, Applications, and Research Insights

2-(4-Bromo-3-methylphenoxy)acetic acid (CAS No. 90971-89-4) is a specialized organic compound with a molecular formula of C₉H₉BrO₃. This brominated aromatic derivative features a phenoxyacetic acid backbone, making it a valuable intermediate in pharmaceutical synthesis, agrochemical development, and material science. Its unique structure, combining a bromo substituent and a methyl group on the phenyl ring, enhances its reactivity in cross-coupling reactions, a topic frequently searched by chemists exploring palladium-catalyzed reactions or Suzuki-Miyaura coupling.

In recent years, the demand for halogenated compounds like 2-(4-Bromo-3-methylphenoxy)acetic acid has surged due to their role in designing bioactive molecules. Researchers often inquire about its solubility (soluble in polar solvents like ethanol and DMSO) and melting point (typically 120–125°C), which are critical for reaction optimization. Environmental concerns have also driven interest in green chemistry alternatives, prompting studies on its biodegradability and safer synthesis routes—a trending topic in sustainable chemistry forums.

The compound’s herbicidal activity has sparked attention in agricultural research, aligning with searches for novel plant growth regulators. Its mode of action, resembling auxin-like herbicides, makes it a candidate for crop protection formulations. However, regulatory compliance remains a hotspot, with users frequently searching for REACH compliance or FDA approval status of such derivatives. Analytical techniques like HPLC purification and NMR characterization are often discussed in peer-reviewed studies, reflecting the compound’s analytical challenges.

From an industrial perspective, 2-(4-Bromo-3-methylphenoxy)acetic acid serves as a precursor for liquid crystal materials and polymeric additives, addressing queries about high-performance materials. Its stability under thermal stress (decomposing above 200°C) is frequently cited in material durability studies. Patent databases reveal its use in electronic coatings, linking to the booming flexible electronics market—a key area for SEO-driven content.

Safety data sheets emphasize handling precautions, though it’s non-classified as hazardous under standard protocols. Lab enthusiasts often search for storage conditions (recommended at 2–8°C in amber vials) and compatibility with common reagents. The compound’s spectral data (IR, MS) is widely shared in open-access chemistry databases, catering to the open science movement. As synthetic methodologies evolve, microwave-assisted synthesis of such bromo derivatives gains traction, merging with lab automation trends.

In conclusion, 2-(4-Bromo-3-methylphenoxy)acetic acid exemplifies the intersection of traditional organic chemistry and modern applications. Its versatility answers diverse search intents—from academic research to industrial scalability—while adhering to SEO best practices through semantically rich terms like structure-activity relationships and process optimization. Future studies may explore its catalytic applications or nanomaterial functionalization, ensuring sustained relevance in scientific discourse.

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