Description

3-[o-[(Trimethylsilyl)Oxy]Phenyl]Propenoic Acid Methyl Ester is a specialized organosilicon intermediate featuring a protected phenolic hydroxyl group and an α,β-unsaturated ester moiety. This unique structure makes it a valuable synthon in advanced organic synthesis, particularly for constructing complex molecules where controlled reactivity and functional group protection are critical. It is primarily sought by research chemists and process development scientists in the pharmaceutical and agrochemical industries for applications in medicinal chemistry and fine chemical production.

Application

• Pharmaceutical Intermediate: Key building block in the synthesis of novel active pharmaceutical ingredients (APIs), especially those requiring phenolic ether or cinnamate derivatives.
• Agrochemical Synthesis: Used in the research and development of advanced pesticides and herbicides, leveraging its reactive ester and protected phenol for structural diversification.
• Material Science Precursor: Serves as a monomer or cross-linking agent in the development of specialty polymers and silicone-based hybrid materials.
• Organic Synthesis Reagent: Employed in palladium-catalyzed cross-coupling reactions (e.g., Heck reaction) and as a Michael acceptor in nucleophilic addition reactions due to its propenoic ester group.
• Flavor & Fragrance Chemistry: Potential intermediate for synthesizing complex aromatic compounds used in high-value fragrance and flavor ingredients.
• Academic & Industrial R&D: A versatile tool for methodological development and exploring new synthetic pathways in university and corporate research laboratories.

Basic Information

Product Name	3-[o-[(Trimethylsilyl)Oxy]Phenyl]Propenoic Acid Methyl Ester
CAS No.	27927-16-8
Molecular Formula	C13H18O3Si
Molecular Weight	250.37 g/mol
Synonyms	Methyl 3-[2-(Trimethylsilyloxy)phenyl]propenoate; Methyl (E)-3-[2-(Trimethylsilyloxy)phenyl]acrylate; 2-(Trimethylsilyloxy)cinnamic acid methyl ester; Methyl 3-(2-((Trimethylsilyl)oxy)phenyl)acrylate; o-[(Trimethylsilyl)oxy]cinnamic acid methyl ester; TMS-protected methyl o-hydroxycinnamate; Methyl 2-(trimethylsilyloxy)cinammate
EINECS	Contact for details

Quality Control

Our production of 3-[o-[(Trimethylsilyl)Oxy]Phenyl]Propenoic Acid Methyl Ester adheres to stringent quality management protocols. Every batch undergoes comprehensive analytical testing, including HPLC, GC, NMR, and IR spectroscopy, to ensure identity, purity, and consistency. We provide detailed Certificates of Analysis (COA) with each shipment, documenting all critical quality attributes. Our commitment to reliable supply and batch-to-batch reproducibility supports your critical R&D and scale-up processes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat, sparks, and open flame.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Isomeric Purity (GC/HPLC)	≥ 95.0% (E-isomer)
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.