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

CAS 510771-54-7Formula C13H17BF3NO2MW 287.09PubChem 53217135

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline is a versatile research chemical featuring a boronic acid pinacol ester, an aniline group, and a trifluoromethyl substituent. It serves as a key building block in organic synthesis, particularly for constructing complex molecules via cross-coupling reactions.

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

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

53217135

SMILES String

CC1(C)OB(c2cc(N)cc(C(F)(F)F)c2)OC1(C)C

Names & Synonyms

873-106-53-AMINO-5-TRIFLUOROMETHYLPHENYLBORONIC ACID, PINACOL ESTER3-Amino-5-trifluoromethylphenylboronic acid pinacol esterF333156Z2049755165
Show all synonyms
3-Amino-5-(trifluoromethyl)phenylboronic Acid Pinacol Ester3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-5-(TRIFLUOROMETHYL)ANILINE
External Identifiers
DTXSID30682237RefChem:274272DTXCID00632986MFCD16996234SCHEMBL6791563SCHEMBL31243051AKOS022184108MB20260AS-55353SY358360DB-348090CS-0175351EN300-7372475

Catalog Overview

This compound, with CAS 510771-54-7, is a highly functionalized aniline derivative incorporating a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) group and a trifluoromethyl group on a phenyl ring. The boronic ester moiety makes it an excellent substrate for Suzuki-Miyaura cross-coupling reactions, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group can impart unique electronic and steric properties, while the aniline group provides a site for further derivatization, such as acylation or diazotization. It is primarily used as a synthetic intermediate in the development of novel...

Use Context

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Read more catalog context

This compound, with CAS 510771-54-7, is a highly functionalized aniline derivative incorporating a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) group and a trifluoromethyl group on a phenyl ring. The boronic ester moiety makes it an excellent substrate for Suzuki-Miyaura cross-coupling reactions, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group can impart unique electronic and steric properties, while the aniline group provides a site for further derivatization, such as acylation or diazotization. It is primarily used as a synthetic intermediate in the development of novel chemical entities for research purposes.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline solid

Physical State

Solid

Melting Point

145.0 °C

Boiling Point

294.0 °C

Density

1.3 g/cm³

Water Solubility

4.79 × 10⁻⁴ mol/L

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 fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed safety information before use.

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: 293499GHS 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.