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2-[4-Fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile

CAS 1637543-22-6Formula C14H17BFNO2MW 261.1PubChem 100913436

This compound is a fluorinated phenylacetonitrile derivative featuring a boronic acid pinacol ester group. It serves as a versatile building block in organic synthesis, particularly for constructing complex molecules via Suzuki-Miyaura cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: XPHLMDUDMYOYHY-UHFFFAOYSA-NC14H17BFNO2 | MW 261.1

Chemical Identity

Molecular Formula

C14H17BFNO2

Molecular Weight

261.1 g/mol

Exact Mass

261.133637

PubChem CID

100913436

IUPAC Name

2-[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile

SMILES String

CC1(C)OB(c2cc(CC#N)ccc2F)OC1(C)C

Names & Synonyms

2-(4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile5-Cyanomethyl-2-fluorobenzeneboronic acid pinacol esterXPHLMDUDMYOYHY-UHFFFAOYSA-NG414985-Cyanomethyl-2-fluorophenylboronic acid pinacol ester
Show all synonyms
[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile
External Identifiers
SCHEMBL16235408MQC54322CS-0369150EN300-12595034

Catalog Overview

2-[4-Fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile is a meticulously synthesized organic compound with the chemical formula C14H17BFNO2 and a molecular weight of 261. 10 g/mol. It incorporates a fluorinated phenyl ring, an acetonitrile group, and a boronic acid pinacol ester (Bpin) moiety. The Bpin group is highly valued in synthetic chemistry for its stability and reactivity in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling.

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Read more catalog context

2-[4-Fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile is a meticulously synthesized organic compound with the chemical formula C14H17BFNO2 and a molecular weight of 261.10 g/mol. It incorporates a fluorinated phenyl ring, an acetonitrile group, and a boronic acid pinacol ester (Bpin) moiety. The Bpin group is highly valued in synthetic chemistry for its stability and reactivity in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. The presence of fluorine can impart unique electronic and steric properties, influencing reaction selectivity and the biological activity of derived compounds. This makes it a valuable intermediate for researchers engaged in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White crystalline solid

Physical State

Solid

Melting Point

115.0 °C

Boiling Point

320.0 °C

Density

1.15 g/cm³

Water Solubility

Insoluble

Flash Point

185.0 °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 2-[4-Fluoro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetonitrile in a well-ventilated area or fume hood. Wear appropriate personal protective equipment, including safety goggles, gloves, and a lab coat. Avoid inhalation, ingestion, and skin contact. In case of contact, wash thoroughly with soap and water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and handling precautions.

Related Products / Graph Discovery

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

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