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

CAS 863868-29-5Formula C13H15BFNO2MW 247.07PubChem 53426612

4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a fluorinated benzonitrile derivative incorporating a pinacol boronic ester. This functionalized intermediate is a key building block in organic synthesis, primarily utilized for Suzuki-Miyaura cross-coupling reactions to introduce fluorinated aryl groups into target molecules for research purposes.

Loading RDKit molecule structure...
InChIKey: DCBKFUVWBRFDDD-UHFFFAOYSA-NC13H15BFNO2 | MW 247.07

Chemical Identity

Molecular Formula

C13H15BFNO2

Molecular Weight

247.07 g/mol

Exact Mass

247.117987

PubChem CID

53426612

SMILES String

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

Names & Synonyms

835-506-84-FLUORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) BENZONITRILE5-Cyano-2-fluorophenylboronic acid, pinacol ester5-CYANO-2-FLUOROPHENYLBORONIC ACID PINACOL ESTERTQP1170
Show all synonyms
Benzonitrile, 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-E90068F694104Z20497505844-FLUORO-3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
External Identifiers
DTXSID10699287RefChem:292803DTXCID70650036MFCD07437899SCHEMBL15549421AKOS027425856MB04653PS-16099SY270851CS-0174921EN300-12595852

Catalog Overview

4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, identified by CAS 863868-29-5, is a fluorinated benzonitrile derivative featuring a pinacol boronic ester group. This compound serves as a versatile functionalized intermediate in organic synthesis. Its structure, combining a fluorinated aromatic ring, a nitrile group, and a boronic ester, provides multiple reactive sites, making it highly valuable for constructing complex organic molecules. It is particularly useful in medicinal chemistry and materials science research for efficient carbon-carbon bond formation via palladium-catalyzed cross-coupling reactions,...

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Read more catalog context

4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, identified by CAS 863868-29-5, is a fluorinated benzonitrile derivative featuring a pinacol boronic ester group. This compound serves as a versatile functionalized intermediate in organic synthesis. Its structure, combining a fluorinated aromatic ring, a nitrile group, and a boronic ester, provides multiple reactive sites, making it highly valuable for constructing complex organic molecules. It is particularly useful in medicinal chemistry and materials science research for efficient carbon-carbon bond formation via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white solid

Physical State

Solid

Melting Point

47.0 °C

Boiling Point

272.0 °C

Density

1.25 g/cm³

Water Solubility

1.32 × 10⁻³ mol/L

Flash Point

136.0 °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-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile with appropriate personal protective equipment (PPE), including chemical-resistant gloves, safety glasses or goggles, and a lab coat. Ensure use in a well-ventilated area or a chemical fume hood to prevent inhalation. Avoid direct contact with skin and eyes. In case of exposure, immediately flush affected areas with plenty of water and seek medical attention if irritation persists. Store the compound in a cool, dry place, away from incompatible materials, and keep containers tightly closed. Always consult the Safety Data Sheet (SDS) for comprehensive safety and handling guidelines before use.

Related Products / Graph Discovery

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

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