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2-Cyano-3-fluorophenylboronic acid pinacol ester

CAS 765916-91-4Formula C13H15BFNO2MW 247.07PubChem 22273603

This compound is a fluorinated benzonitrile derivative featuring a pinacol boronic ester group. It is primarily used as a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions for the construction of complex molecules in research settings.

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

Chemical Identity

Molecular Formula

C13H15BFNO2

Molecular Weight

247.07 g/mol

Exact Mass

247.117987

PubChem CID

22273603

IUPAC Name

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

SMILES String

CC1(C)OB(c2cccc(F)c2C#N)OC1(C)C

Names & Synonyms

805-002-22-cyano-3-fluorophenylboronic acid, pinacol ester(2-CYANO-3-FLUOROPHENYL)BORONIC ACID PINACOL ESTERTXGKJULMHJEZTA-UHFFFAOYSA-NBenzonitrile, 2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
Show all synonyms
2-Cyano-3-fluorophenlyboronic acid pinacol esterF338275Z18364528752-FLUORO-6-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE6-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile
External Identifiers
RefChem:470630MFCD09878541SCHEMBL1534864DTXSID00624164AKOS022172825AB53945NCGC00662707-01AS-43111SY042949DB-364989CS-0084679EN300-177648

Catalog Overview

2-Cyano-3-fluorophenylboronic acid pinacol ester, with CAS 765916-91-4 and molecular formula C13H15BFNO2, is a highly functionalized arylboronic acid pinacol ester. This compound incorporates a cyano group, a fluorine atom, and a pinacol boronic ester moiety on a benzene ring. The pinacol boronic ester group provides enhanced stability and ease of handling compared to free boronic acids, making it a preferred reagent for various synthetic transformations. It serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and materials science research, enabling the introduction of a 2-cyano-3-fluorophenyl group...

Use Context

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

2-Cyano-3-fluorophenylboronic acid pinacol ester, with CAS 765916-91-4 and molecular formula C13H15BFNO2, is a highly functionalized arylboronic acid pinacol ester. This compound incorporates a cyano group, a fluorine atom, and a pinacol boronic ester moiety on a benzene ring. The pinacol boronic ester group provides enhanced stability and ease of handling compared to free boronic acids, making it a preferred reagent for various synthetic transformations. It serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and materials science research, enabling the introduction of a 2-cyano-3-fluorophenyl group into target molecules. Its utility is particularly prominent in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, for forming carbon-carbon bonds.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white crystalline 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

135.0 °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 hazard information and safe handling procedures. This chemical is for research use only and not for human or animal consumption.

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.