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3-Chloro-2-methyl-5-cyanophenylboronic acid pinacol ester

CAS 2223033-24-5Formula C14H17BClNO2MW 277.55PubChem 133662221

3-Chloro-2-methyl-5-cyanophenylboronic acid pinacol ester is a versatile boronic ester derivative, commonly employed as a building block in organic synthesis. Its structure features a chlorinated, methylated, and cyanated phenyl ring, along with a pinacol boronic ester group, making it suitable for various cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: INKOXUYXVIQDQP-UHFFFAOYSA-NC14H17BClNO2 | MW 277.55

Chemical Identity

Molecular Formula

C14H17BClNO2

Molecular Weight

277.55 g/mol

Exact Mass

277.104087

PubChem CID

133662221

IUPAC Name

3-chloro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

SMILES String

Cc1c(Cl)cc(C#N)cc1B1OC(C)(C)C(C)(C)O1

External Identifiers
CS-31185

Catalog Overview

3-Chloro-2-methyl-5-cyanophenylboronic acid pinacol ester, with CAS 2223033-24-5, is a highly functionalized arylboronic acid pinacol ester. This compound serves as a valuable intermediate in synthetic chemistry, particularly for constructing complex organic molecules. The pinacol boronic ester moiety is stable and readily participates in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, to form new carbon-carbon bonds. The presence of a chlorine atom and a cyano group on the aromatic ring provides additional handles for further chemical transformations, allowing for the introduction of diverse...

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3-Chloro-2-methyl-5-cyanophenylboronic acid pinacol ester, with CAS 2223033-24-5, is a highly functionalized arylboronic acid pinacol ester. This compound serves as a valuable intermediate in synthetic chemistry, particularly for constructing complex organic molecules. The pinacol boronic ester moiety is stable and readily participates in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, to form new carbon-carbon bonds. The presence of a chlorine atom and a cyano group on the aromatic ring provides additional handles for further chemical transformations, allowing for the introduction of diverse functionalities into target molecules. It is intended for research use only.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White crystalline powder

Physical State

Solid

Melting Point

120.0 °C

Boiling Point

320.0 °C

Density

1.2 g/cm³

Water Solubility

Slightly soluble

Flash Point

160.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Refer to the Safety Data Sheet (SDS) for comprehensive safety information before use.

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