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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.

Similar products (text references)

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridineCAS 2121511-95-1
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(2,2,2-trifluoroethyl)pyridineCAS 917969-86-9
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)anilineCAS 1058062-64-8
2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridineCAS 1888460-27-2
2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridineCAS 1356579-72-0

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.