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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)-3-(trifluoromethyl)aniline

CAS 1259285-61-4Formula C13H17BF3NO2MW 287.09PubChem 72221112

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)-3-(trifluoromethyl)aniline is a trifluoromethylated aniline derivative featuring a pinacol boronic ester group. This compound serves as a versatile building block in organic synthesis, particularly for palladium-catalyzed cross-coupling reactions, enabling the introduction of complex aryl groups with specific electronic properties.

Loading RDKit molecule structure...
InChIKey: RUAYESOEOHUYSN-UHFFFAOYSA-NC13H17BF3NO2 | MW 287.09

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

72221112

SMILES String

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

Names & Synonyms

BENZENAMINE, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-(TRIFLUOROMETHYL)-3-(trifluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamineRUAYESOEOHUYSN-UHFFFAOYSA-N4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamineP17016
Show all synonyms
F5349994-Amino-2-(trifluoromethyl)phenylboronic Acid Pinacol Ester1-Amino-3-(trifluoromethyl)benzene-4-boronic Acid Pinacol Ester4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-(TRIFLUOROMETHYL)-BENZENAMINE
External Identifiers
MFCD16996236SCHEMBL17859817SCHEMBL29973507AKOS027425395MB20266AS-53736SY260786DB-357437CS-0147031

Catalog Overview

This compound, also known as 4-Amino-2-(trifluoromethyl)phenylboronic Acid Pinacol Ester, is a key functionalized intermediate for research applications. It combines an aniline moiety, a trifluoromethyl group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) group on a benzene ring. The pinacol boronic ester is a robust and widely utilized functional group in Suzuki-Miyaura cross-coupling reactions, allowing for the formation of new carbon-carbon bonds with aryl or vinyl halides. The trifluoromethyl group is known for its strong electron-withdrawing properties and metabolic stability, making it valuable in...

Use Context

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Read more catalog context

This compound, also known as 4-Amino-2-(trifluoromethyl)phenylboronic Acid Pinacol Ester, is a key functionalized intermediate for research applications. It combines an aniline moiety, a trifluoromethyl group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) group on a benzene ring. The pinacol boronic ester is a robust and widely utilized functional group in Suzuki-Miyaura cross-coupling reactions, allowing for the formation of new carbon-carbon bonds with aryl or vinyl halides. The trifluoromethyl group is known for its strong electron-withdrawing properties and metabolic stability, making it valuable in drug discovery and agrochemical research. The aniline group provides a site for further derivatization, such as acylation, alkylation, or diazotization. This chemical is intended for Research Use Only (RUO).

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline solid

Physical State

Solid

Melting Point

100.0 °C

Boiling Point

350.0 °C

Density

1.35 g/cm³

Water Solubility

Slightly soluble

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 (PPE), including gloves, eye protection, and a lab coat. Use in a well-ventilated area or a chemical fume hood to avoid inhalation. Prevent skin and eye contact. Do not ingest. Store in a cool, dry place, away from incompatible materials. Dispose of waste according to local regulations.

Related Products / Graph Discovery

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

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 293190GHS Pictograms: GHS07Shipment review: Shipment details require review before fulfillment.

Compliance cues are non-linked reference tags and require shipment review.

Catalog navigation

Other public CAS pages in this catalog. These links support navigation across additional intermediates and do not imply equivalence, availability, or shared use.