Description

Methyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2-Naphthoate CAS NO 736989-93-8 is a high-purity, functionalized naphthoate derivative containing a pinacol boronate ester group. This compound is a critical synthetic intermediate, prized for its role in facilitating Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis for constructing complex carbon-carbon bonds. It is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-quality building blocks for drug discovery, ligand synthesis, and the development of organic electronic materials.

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly for constructing biaryl and heterobiaryl scaffolds common in modern therapeutics.
• Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific aromatic architectures.
• Material Science Research: Serves as a precursor for organic semiconductors, liquid crystals, and metal-organic frameworks (MOFs) where the naphthalene core and boronate functionality are advantageous.
• Chemical Biology & Probe Development: Employed in the creation of molecular probes and sensors that utilize boronic acid/ester chemistry for detecting sugars or other diol-containing biomolecules.
• Academic & Industrial R&D: A versatile reagent for methodological development in cross-coupling chemistry and the exploration of new synthetic pathways in organic chemistry laboratories worldwide.

Basic Information

Product Name	Methyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2-Naphthoate
CAS No.	736989-93-8
Molecular Formula	C₁₈H₂₃BO₄
Molecular Weight	314.19 g/mol
Synonyms	Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-carboxylate; 2-Naphthoic acid, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester; 6-(Pinacolboryl)-2-naphthoic acid methyl ester; Methyl 6-(pinacolboronato)-2-naphthoate; Methyl 6-borono-2-naphthoate pinacol ester; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthalenecarboxylic acid methyl ester; 736989-93-8; Methyl 6-(pinacolato)boryl-2-naphthoate
EINECS	Contact for details

Quality Control

Our Methyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2-Naphthoate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and IR spectroscopy, to ensure high chemical purity and structural identity. Certificates of Analysis (COA) detailing batch-specific results are provided and available upon request to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area. Due to its hygroscopic nature, it is recommended to handle the material under an inert atmosphere (e.g., nitrogen or argon) for long-term storage or after opening to prevent moisture absorption and potential hydrolysis of the boronate ester. Recommended storage temperature: 2-8°C for extended stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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