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5-Fluoro-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS 461451-63-8Formula C13H15BFNO2MW 247.07PubChem 22180790

5-Fluoro-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a fluorinated benzonitrile derivative featuring a pinacol boronate group. It serves as a versatile chemical building block, primarily utilized in organic synthesis for constructing complex molecules, particularly through Suzuki-Miyaura cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: IMEIHRCZDURBEC-UHFFFAOYSA-NC13H15BFNO2 | MW 247.07

Chemical Identity

Molecular Formula

C13H15BFNO2

Molecular Weight

247.07 g/mol

Exact Mass

247.117987

PubChem CID

22180790

IUPAC Name

5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

SMILES String

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

Names & Synonyms

833-142-42-CYANO-4-FLUOROPHENYLBORONIC ACID PINACOL ESTER(2-CYANO-4-FLUOROPHENYL)BORONIC ACID PINACOL ESTERIMEIHRCZDURBEC-UHFFFAOYSA-N2-Cyano-4-fluorobenzeneboronic acid, pinacol ester
Show all synonyms
F2287012-CYANO-4-FLUOROPHENYLBORONICACIDPINACOLESTERZ18488960145-Fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile5-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile5-fluoro-2-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzenecarbonitrile5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, 2-(2-Cyano-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
External Identifiers
RefChem:535775MFCD09260444SCHEMBL2650777DTXSID00623314SBB100209AKOS016005499AB49977NCGC00662665-01AS-72356SY059455CS-0089463EN300-179765

Catalog Overview

This compound, also known as 2-Cyano-4-fluorophenylboronic acid pinacol ester, is a key intermediate in synthetic chemistry. It combines a nitrile functionality, a fluorine atom, and a boronic acid pinacol ester moiety on a benzene ring. The boronate ester group makes it highly reactive in various palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The presence of fluorine and a nitrile group allows for further functionalization and introduces specific electronic and steric properties, making it valuable for the synthesis of pharmaceuticals,...

Use Context

  • Research chemical sourcing
  • Custom synthesis and catalog availability review
  • COA, SDS, pricing, and fulfillment workflow
Read more catalog context

This compound, also known as 2-Cyano-4-fluorophenylboronic acid pinacol ester, is a key intermediate in synthetic chemistry. It combines a nitrile functionality, a fluorine atom, and a boronic acid pinacol ester moiety on a benzene ring. The boronate ester group makes it highly reactive in various palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The presence of fluorine and a nitrile group allows for further functionalization and introduces specific electronic and steric properties, making it valuable for the synthesis of pharmaceuticals, agrochemicals, and advanced materials for research purposes.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white solid

Physical State

solid

Melting Point

47.0 °C

Boiling Point

272.0 °C

Density

1.25 g/cm³

Water Solubility

1.32 × 10⁻³ mol/L

Flash Point

98.6 °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 under a fume hood to avoid inhalation. Prevent skin and eye contact, and do not ingest. Always refer to the Safety Data Sheet (SDS) for comprehensive safety information and proper disposal procedures. This product is for research use only and not for human or animal therapeutic or diagnostic use.

Related Products / Graph Discovery

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

Similar products (text references)

4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 463335-96-8
2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 870238-67-8
3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 1035235-29-0
2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 775351-57-0
3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 935685-88-4

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.