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2-(1,1,2,2,2-Pentafluoroethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS 1816282-89-9Formula C13H15BF5NO2MW 323.07PubChem 155821772

2-(1,1,2,2,2-Pentafluoroethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a fluorinated pyridine derivative featuring a pinacol boronate ester. It serves as a versatile building block in organic synthesis, particularly for constructing complex molecules with fluorinated pyridine scaffolds.

Loading RDKit molecule structure...
InChIKey: QRJYGPASNBYBNR-UHFFFAOYSA-NC13H15BF5NO2 | MW 323.07

Chemical Identity

Molecular Formula

C13H15BF5NO2

Molecular Weight

323.07 g/mol

Exact Mass

323.1116

PubChem CID

155821772

SMILES String

CC1(C)OB(c2ccc(C(F)(F)C(F)(F)F)nc2)OC1(C)C

Names & Synonyms

Z46496669972-(Perfluoroethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
External Identifiers
EN300-27149749

Catalog Overview

This compound is a valuable research-use chemical characterized by a pyridine core substituted with a pentafluoroethyl group and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety. The pentafluoroethyl group introduces significant electronegativity and steric bulk, which can influence the physicochemical properties of derived compounds. The pinacol boronate ester is a highly reactive functional group, making this compound an excellent substrate for various cross-coupling reactions, such as Suzuki-Miyaura coupling, to form new carbon-carbon bonds. Its unique combination of a fluorinated pyridine and a boronate...

Use Context

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Read more catalog context

This compound is a valuable research-use chemical characterized by a pyridine core substituted with a pentafluoroethyl group and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety. The pentafluoroethyl group introduces significant electronegativity and steric bulk, which can influence the physicochemical properties of derived compounds. The pinacol boronate ester is a highly reactive functional group, making this compound an excellent substrate for various cross-coupling reactions, such as Suzuki-Miyaura coupling, to form new carbon-carbon bonds. Its unique combination of a fluorinated pyridine and a boronate ester makes it particularly useful in the synthesis of novel fluorinated heterocycles for medicinal chemistry, agrochemistry, and materials science research.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White solid

Physical State

Solid

Melting Point

110.0 °C

Boiling Point

280.0 °C

Density

1.4 g/cm³

Water Solubility

Insoluble

Flash Point

180.0 °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 safety glasses, gloves, and a lab coat. Use in a well-ventilated area or a chemical fume hood to avoid inhalation. Prevent skin and eye contact. In case of contact, rinse immediately with plenty of water. Avoid ingestion. Store in a cool, dry place, tightly sealed, and away from incompatible materials. Always consult the Safety Data Sheet (SDS) for comprehensive safety information before handling.

Related Products / Graph Discovery

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

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