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2-(3-Bromo-5-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

CAS 1257650-61-5Formula C11H10BBrFNO4MW 329.92PubChem 71309686

2-(3-Bromo-5-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Bromo-5-fluorophenylboronic acid MIDA ester, is a functionalized intermediate used in organic synthesis. This compound, with formula C11H10BBrFNO4, serves as a stable and versatile boronic acid derivative, particularly useful as a building block for introducing bromo-fluorophenyl moieties in various cross-coupling reactions, such as Suzuki-Miyaura coupling, for research and development applications.

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

Chemical Identity

Molecular Formula

C11H10BBrFNO4

Molecular Weight

329.92 g/mol

Exact Mass

328.98703

PubChem CID

71309686

SMILES String

CN1CC(=O)OB(c2cc(F)cc(Br)c2)OC(=O)C1

Names & Synonyms

3-Bromo-5-fluorophenylboronic acid MIDA ester3-Bromo-5-fluorophenylboronic acid MIDA ester, 97%4H-1,3,6,2-Dioxazaborocine-4,8(5H)-dione, 2-(3-bromo-5-fluorophenyl)dihydro-6-methyl-
External Identifiers
DTXSID00745964RefChem:251400DTXCID80696708SCHEMBL17802745

Catalog Overview

2-(3-Bromo-5-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Bromo-5-fluorophenylboronic acid MIDA ester, is a valuable research chemical with the molecular formula C11H10BBrFNO4 and a molecular weight of 329. 92. This compound features a MIDA (N-methyliminodiacetic acid) ester protecting group on a 3-bromo-5-fluorophenylboronic acid moiety. MIDA esters are known for their stability and ease of handling compared to free boronic acids, while still serving as effective precursors for various cross-coupling reactions.

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Read more catalog context

2-(3-Bromo-5-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Bromo-5-fluorophenylboronic acid MIDA ester, is a valuable research chemical with the molecular formula C11H10BBrFNO4 and a molecular weight of 329.92. This compound features a MIDA (N-methyliminodiacetic acid) ester protecting group on a 3-bromo-5-fluorophenylboronic acid moiety. MIDA esters are known for their stability and ease of handling compared to free boronic acids, while still serving as effective precursors for various cross-coupling reactions. It is primarily utilized in organic synthesis as a versatile building block for introducing complex bromo-fluorophenyl groups into target molecules, particularly in 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

61.0 °C

Boiling Point

349.0 °C

Density

1.7 g/cm³

Water Solubility

3.8 × 10⁻³ mol/L

Flash Point

185.0 °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
  • When handling 2-(3-Bromo-5-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, always wear appropriate personal protective equipment, including safety glasses, gloves, and a lab coat. Work in a well-ventilated area or a chemical fume hood to avoid inhalation of dust or vapors. Avoid direct contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Do not ingest. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for comprehensive safety information and proper disposal procedures.

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