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

CAS 2223054-28-0Formula C14H17BClNO2MW 277.55PubChem 133635617

4-Chloro-2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a functionalized boronic acid pinacol ester, primarily utilized as a versatile building block in organic synthesis. It is particularly valuable for Suzuki-Miyaura cross-coupling reactions, enabling the formation of new carbon-carbon bonds in the synthesis of complex molecules for research purposes.

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

Chemical Identity

Molecular Formula

C14H17BClNO2

Molecular Weight

277.55 g/mol

Exact Mass

277.104087

PubChem CID

133635617

IUPAC Name

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

SMILES String

Cc1cc(Cl)c(B2OC(C)(C)C(C)(C)O2)cc1C#N

Names & Synonyms

2-Chloro-5-cyano-4-methylphenylboronic acid pinacol ester
External Identifiers
CS-31211EN300-12732236

Catalog Overview

4-Chloro-2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, identified by CAS 2223054-28-0, is a meticulously synthesized organic compound featuring a chlorinated, methylated, and cyanated benzene ring substituted with a pinacol boronate group. With a molecular formula of C14H17BClNO2 and a molecular weight of 277. 55, this compound serves as a key functionalized intermediate. Its boronic ester functionality makes it highly reactive in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, facilitating the introduction of aryl groups into various synthetic pathways.

Use Context

  • Research chemical sourcing
  • Custom synthesis and catalog availability review
  • COA, SDS, pricing, and fulfillment workflow
Read more catalog context

4-Chloro-2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, identified by CAS 2223054-28-0, is a meticulously synthesized organic compound featuring a chlorinated, methylated, and cyanated benzene ring substituted with a pinacol boronate group. With a molecular formula of C14H17BClNO2 and a molecular weight of 277.55, this compound serves as a key functionalized intermediate. Its boronic ester functionality makes it highly reactive in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, facilitating the introduction of aryl groups into various synthetic pathways. The presence of a nitrile group and a chlorine atom provides additional sites for further chemical transformations, making it a versatile reagent for constructing diverse chemical structures in academic and industrial research settings.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

140.0 °C

Boiling Point

400.0 °C

Density

1.2 g/cm³

Water Solubility

Insoluble

Flash Point

175.0 °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 4-Chloro-2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or under a 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.

Related Products / Graph Discovery

Related products, derivatives, keywords, and application cues for catalog discovery.

Similar products (text references)

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Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 292690GHS Pictograms: GHS07Shipment review: Shipment details require review before fulfillment.

Compliance cues are non-linked reference tags and require shipment review.

Catalog navigation

Other public CAS pages in this catalog. These links support navigation across additional intermediates and do not imply equivalence, availability, or shared use.