Description

2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is a high-value, protected aniline derivative featuring a pinacol boronate ester group, making it a crucial building block in modern synthetic chemistry. Its primary value lies in its dual functionality, serving as both a protected aniline for electrophilic aromatic substitution and a boronic ester for Suzuki-Miyaura cross-coupling reactions. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced materials sectors who require precise, modular synthesis of complex aromatic structures. Its design facilitates the efficient construction of novel chemical entities with applications in drug discovery and functional material development.

Application

• Pharmaceutical Intermediate: A key synthon for constructing active pharmaceutical ingredients (APIs), particularly in the synthesis of kinase inhibitors and other targeted therapeutics.
• Agrochemical Synthesis: Used in the development of novel herbicides, fungicides, and insecticides that require specific, substituted aniline backbones.
• Material Science: Serves as a monomer or precursor for conjugated polymers, organic semiconductors, and liquid crystals, where the boronate group enables precise cross-coupling.
• Chemical Research & Development: An invaluable tool for medicinal and process chemists for library synthesis and scaffold hopping in early-stage drug discovery.
• Ligand and Catalyst Preparation: Can be utilized to synthesize novel bidentate or tridentate ligands for transition metal catalysis.
• Dye and Pigment Manufacturing: Acts as an intermediate for creating advanced colorants with specific light-fastness and electronic properties.

Basic Information

Product Name	2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
CAS No.	1004761-68-5
Molecular Formula	C14H22BNO2
Molecular Weight	247.14 g/mol
Synonyms	4-Amino-3,5-dimethylbenzeneboronic acid pinacol ester; 2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine; (4-Amino-3,5-dimethylphenyl)boronic acid pinacol ester; 2,6-Dimethyl-4-(pinacolatoboryl)aniline; Boronic acid, B-(4-amino-3,5-dimethylphenyl)-, 1,1-dimethylethyl ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-dimethylaniline
EINECS	Contact for details

Quality Control

Our 2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing including HPLC for purity and identity confirmation (NMR, IR) to ensure it meets the high standards required for research and commercial synthesis. Certificates of Analysis (COA) with detailed chromatographic data are provided for every shipment, ensuring full traceability and compliance with your internal quality protocols.

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). Due to its hygroscopic nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and decomposition.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Heavy Metals	≤ 20 ppm

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