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• 2. Trityl-based alkoxyamines as NMP controllers and spin-labels
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• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Comprehensive Guide to tert-Butyl 2-bromo-2-methylpropanoate (CAS No. 23877-12-5): Properties, Applications, and Industry Insights

tert-Butyl 2-bromo-2-methylpropanoate (CAS No. 23877-12-5) is a specialized organic compound widely utilized in pharmaceutical synthesis, agrochemical production, and advanced material research. This bromoester derivative features a tert-butyl group and a reactive α-bromo carbonyl moiety, making it a versatile building block for nucleophilic substitution reactions. With growing interest in green chemistry and sustainable synthesis, researchers are exploring its role in atom-efficient transformations and catalytic processes.

The compound's molecular structure (C₈H₁₅BrO₂) combines steric hindrance from the tert-butyl group with the electrophilic character of the brominated ester, enabling selective reactions under mild conditions. Recent studies highlight its application in constructing quaternary carbon centers—a challenging motif in medicinal chemistry. As the pharmaceutical industry seeks novel synthetic pathways for complex APIs, 23877-12-5 has gained attention for its ability to introduce branched alkyl groups in late-stage functionalization.

In material science, tert-Butyl 2-bromo-2-methylpropanoate serves as a precursor for polymer modifiers and surface-active agents. Its controlled decomposition properties make it valuable for developing self-assembling monolayers (SAMs) used in nanotechnology and semiconductor fabrication. Industry reports indicate rising demand for such intermediates in electronic-grade chemicals, particularly for OLED and flexible display manufacturing.

Analytical characterization of CAS No. 23877-12-5 typically involves GC-MS, ¹H/¹³C NMR, and FT-IR spectroscopy. The compound exhibits stability under inert atmospheres but requires storage at 2-8°C to prevent hydrolytic degradation. Modern process chemistry workflows often employ continuous flow systems to handle this reagent safely, aligning with Industry 4.0 automation trends.

Environmental considerations have spurred development of bio-based alternatives to traditional bromoesters. While 23877-12-5 remains irreplaceable for certain applications, researchers are investigating enzyme-catalyzed routes to similar structures. Regulatory agencies monitor its use under REACH and TSCA frameworks, emphasizing proper waste management protocols.

From a commercial perspective, global suppliers offer tert-Butyl 2-bromo-2-methylpropanoate in technical (95%) and purified (>98%) grades. Pricing trends reflect fluctuations in bromine markets and increased competition from Asian manufacturers. Quality control certificates should verify residual solvent levels and isomeric purity, particularly for GMP applications.

Emerging applications include its use as a radical initiator in photopolymerization and as a template for metal-organic frameworks (MOFs). Recent patents describe its incorporation into ionic liquids for battery electrolytes—a response to the energy storage boom. These developments position CAS No. 23877-12-5 as a compound bridging traditional organic chemistry with cutting-edge technologies.

For synthetic chemists, handling recommendations include using Schlenk techniques for air-sensitive reactions and avoiding strong bases that may induce elimination side reactions. The compound's VOC status necessitates proper fume hood use, reflecting broader workplace safety trends in chemical industries.

Academic and industrial laboratories frequently search for tert-Butyl 2-bromo-2-methylpropanoate suppliers, bromoester reaction mechanisms, and CAS 23877-12-5 safety data. The compound's unique reactivity profile continues to inspire methodological studies, with recent literature focusing on transition-metal-catalyzed couplings and stereoselective transformations.

• 39149-80-9(Tert-Butyl 2-bromopropanoate)
• 23426-63-3(Methyl 2-Bromo-2-methylpropanoate)
• 64768-38-3(Ethyl 2-Bromo-2-methyl-d3-propionate-3,3,3-d3)
• 248603-11-4(Ethylene Bis(2-bromoisobutyrate))
• 189324-13-8( )
• 51368-55-9(Isopropyl 2-bromo-2-methylpropanoate)
• 74987-69-2(Propanoic acid, bromo-2-methyl-, ethyl ester)
• 648898-33-3(Propanoic acid, 2-bromo-2-methyl-, 3-(2-bromo-2-methyl-1-oxopropoxy)-2,2-dimethylpropyl ester)
• 54631-38-8(Propanoic acid, 2-bromo-, 1,1-dimethylethyl ester, (R)-)
• 132871-41-1(Propanoic acid, 2-bromo-, 1,1-dimethylethyl ester, ion(1-), lithium)