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

CAS 1212021-56-1Formula C14H15BF3NO2MW 297.08PubChem 129959221

A trifluoromethyl-substituted benzonitrile derivative featuring a pinacol boronic ester group, making it a valuable building block for Suzuki-Miyaura cross-coupling reactions in organic synthesis.

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

Chemical Identity

Molecular Formula

C14H15BF3NO2

Molecular Weight

297.08 g/mol

Exact Mass

297.114793

PubChem CID

129959221

SMILES String

CC1(C)OB(c2cc(C#N)ccc2C(F)(F)F)OC1(C)C

Names & Synonyms

103-912-8SESVSJGQAQACTL-UHFFFAOYSA-N
External Identifiers
RefChem:492242SCHEMBL22726962DB-150696

Catalog Overview

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrile is a sophisticated organic compound designed for research and development applications. It incorporates a highly versatile pinacol boronic ester moiety, which is widely utilized in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions to form new carbon-carbon bonds. The presence of a trifluoromethyl group provides strong electron-withdrawing characteristics, which can influence the electronic properties and reactivity of the aromatic system, as well as enhance lipophilicity and metabolic stability in potential downstream applications. The...

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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrile is a sophisticated organic compound designed for research and development applications. It incorporates a highly versatile pinacol boronic ester moiety, which is widely utilized in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions to form new carbon-carbon bonds. The presence of a trifluoromethyl group provides strong electron-withdrawing characteristics, which can influence the electronic properties and reactivity of the aromatic system, as well as enhance lipophilicity and metabolic stability in potential downstream applications. The nitrile group offers another point for chemical transformation, such as hydrolysis to a carboxylic acid or reduction to an amine. This compound serves as a key intermediate for synthesizing complex aromatic systems, particularly in medicinal chemistry and materials science research.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White crystalline powder

Physical State

Solid

Melting Point

130.0 °C

Boiling Point

400.0 °C

Density

1.4 g/cm³

Water Solubility

Slightly soluble

Flash Point

190.0 °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 (PPE) including gloves, eye protection, and a lab coat. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures. Store in a cool, dry place, away from incompatible materials.

Related Products / Graph Discovery

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