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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzonitrile

CAS 1449475-41-5Formula C14H15BF3NO2MW 297.08PubChem 86699037

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzonitrile is a research-use chemical intermediate. It features a benzonitrile core with a trifluoromethyl group and a pinacol boronate ester. This compound is primarily used as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions, enabling the construction of complex molecules for pharmaceutical and material science research.

Loading RDKit molecule structure...
InChIKey: ARMLMKVJFGMKQM-UHFFFAOYSA-NC14H15BF3NO2 | MW 297.08

Chemical Identity

Molecular Formula

C14H15BF3NO2

Molecular Weight

297.08 g/mol

Exact Mass

297.114793

PubChem CID

86699037

SMILES String

CC1(C)OB(c2ccc(C#N)cc2C(F)(F)F)OC1(C)C

Names & Synonyms

4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzonitrileARMLMKVJFGMKQM-UHFFFAOYSA-NF848066Z2049758166
External Identifiers
SCHEMBL15156237AT27067EN300-12599237

Catalog Overview

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzonitrile is a highly functionalized organic compound featuring a benzonitrile core substituted with both a trifluoromethyl group and a pinacol boronate ester. The trifluoromethyl group is a strong electron-withdrawing moiety, influencing the electronic properties and reactivity of the aromatic ring. The nitrile group serves as a versatile synthetic handle, capable of undergoing various transformations. Most notably, the pinacol boronate ester provides a robust and widely utilized platform for carbon-carbon bond formation, particularly in Suzuki-Miyaura...

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Read more catalog context

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzonitrile is a highly functionalized organic compound featuring a benzonitrile core substituted with both a trifluoromethyl group and a pinacol boronate ester. The trifluoromethyl group is a strong electron-withdrawing moiety, influencing the electronic properties and reactivity of the aromatic ring. The nitrile group serves as a versatile synthetic handle, capable of undergoing various transformations. Most notably, the pinacol boronate ester provides a robust and widely utilized platform for carbon-carbon bond formation, particularly in Suzuki-Miyaura cross-coupling reactions. This combination of functional groups makes it a valuable building block in complex organic synthesis, especially in medicinal chemistry and materials science for the construction of novel molecular architectures.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

130.0 °C

Boiling Point

410.0 °C

Density

1.35 g/cm³

Water Solubility

Insoluble

Flash Point

220.0 °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 a fume hood to avoid inhalation. Prevent contact with skin and eyes. Do not ingest. In case of contact, rinse immediately with plenty of water and seek medical advice. Store in a cool, dry, and well-sealed container away from incompatible materials. Dispose of waste according to local regulations.

Related Products / Graph Discovery

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