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2-(2-Bromo-6-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

CAS 1257650-76-2Formula C11H10BBrFNO4MW 329.92PubChem 71310726

This compound is a protected boronic acid, specifically a MIDA ester, featuring a 2-bromo-6-fluorophenyl substituent. It serves as a versatile building block in organic synthesis, particularly for palladium-catalyzed cross-coupling reactions like the Suzuki-Miyaura coupling, enabling the introduction of complex aryl groups.

Loading RDKit molecule structure...
InChIKey: GYEGIXHWXCJNOM-UHFFFAOYSA-NC11H10BBrFNO4 | MW 329.92

Chemical Identity

Molecular Formula

C11H10BBrFNO4

Molecular Weight

329.92 g/mol

Exact Mass

328.98703

PubChem CID

71310726

SMILES String

CN1CC(=O)OB(c2c(F)cccc2Br)OC(=O)C1

Names & Synonyms

2-Bromo-6-fluorophenylboronic acid MIDA ester2-Bromo-6-fluorophenylboronic acid MIDA ester, 97%
External Identifiers
DTXSID30746303RefChem:250446DTXCID70697047

Catalog Overview

2-(2-Bromo-6-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 2-Bromo-6-fluorophenylboronic acid MIDA ester, is a valuable research chemical. It incorporates a 2-bromo-6-fluorophenyl moiety, which is an aryl group substituted with both bromine and fluorine, and a N-methyliminodiacetic acid (MIDA) boronate ester. MIDA esters are known for their enhanced stability, ease of handling, and compatibility with various reaction conditions compared to free boronic acids. This compound is primarily utilized in synthetic organic chemistry as a precursor for creating more complex molecules through carbon-carbon bond...

Use Context

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

2-(2-Bromo-6-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 2-Bromo-6-fluorophenylboronic acid MIDA ester, is a valuable research chemical. It incorporates a 2-bromo-6-fluorophenyl moiety, which is an aryl group substituted with both bromine and fluorine, and a N-methyliminodiacetic acid (MIDA) boronate ester. MIDA esters are known for their enhanced stability, ease of handling, and compatibility with various reaction conditions compared to free boronic acids. This compound is primarily utilized in synthetic organic chemistry as a precursor for creating more complex molecules through carbon-carbon bond formation, especially in Suzuki-Miyaura cross-coupling reactions, where it can react with suitable electrophiles to form new aryl-aryl or aryl-heteroaryl bonds. Its unique substitution pattern makes it particularly useful for synthesizing fluorinated and brominated aromatic compounds relevant in medicinal chemistry and materials science.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White solid

Physical State

Solid

Melting Point

61.0 °C

Boiling Point

349.0 °C

Density

1.7 g/cm³

Water Solubility

3.89 × 10⁻³ mol/L

Flash Point

220.0 °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, 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.

Related Products / Graph Discovery

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

Similar products (text references)

1204334-20-2CAS 1204334-20-2
1286278-34-9CAS 1286278-34-9
1286278-35-0CAS 1286278-35-0

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 29319000GHS 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.