MolGraphChemical Intelligence
Active Chemical RecordCatalog PreviewCatalog ready

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

CAS 1257531-11-5Formula C11H11BBrNO4MW 311.93PubChem 71310645

2-(3-Bromophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Bromophenylboronic acid MIDA ester, is a protected boronic acid derivative. It functions as a stable and versatile building block in organic synthesis, primarily utilized for introducing a 3-bromophenyl group, especially in Suzuki-Miyaura cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: OTMWVBFJNBHZLV-UHFFFAOYSA-NC11H11BBrNO4 | MW 311.93

Chemical Identity

Molecular Formula

C11H11BBrNO4

Molecular Weight

311.93 g/mol

Exact Mass

310.99645

PubChem CID

71310645

SMILES String

CN1CC(=O)OB(c2cccc(Br)c2)OC(=O)C1

Names & Synonyms

3-Bromophenylboronic acid MIDA ester3-Bromophenylboronic acid MIDA ester, 96%E76518
External Identifiers
DTXSID80746272RefChem:251419DTXCID60697016MFCD11215220starbld0010513SCHEMBL30278530AKOS022168237AS-2869SY038358

Catalog Overview

2-(3-Bromophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is a MIDA (N-methyliminodiacetic acid) ester of 3-bromophenylboronic acid. MIDA esters are recognized for their enhanced stability, crystallinity, and often improved tolerance to air and moisture compared to their free boronic acid counterparts. The presence of the 3-bromophenyl group offers a valuable site for further chemical modification, while the MIDA protecting group enables controlled release of the boronic acid functionality under specific reaction conditions, typically in the presence of a base. This characteristic makes it a highly useful reagent in complex...

Use Context

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

2-(3-Bromophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione is a MIDA (N-methyliminodiacetic acid) ester of 3-bromophenylboronic acid. MIDA esters are recognized for their enhanced stability, crystallinity, and often improved tolerance to air and moisture compared to their free boronic acid counterparts. The presence of the 3-bromophenyl group offers a valuable site for further chemical modification, while the MIDA protecting group enables controlled release of the boronic acid functionality under specific reaction conditions, typically in the presence of a base. This characteristic makes it a highly useful reagent in complex organic synthesis, providing advantages in handling and purification.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

165.0 °C

Boiling Point

400.0 °C

Density

1.45 g/cm³

Water Solubility

Slightly soluble

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
  • Always handle this research chemical with appropriate personal protective equipment, including chemical-resistant gloves, safety glasses or goggles, and a lab coat. Ensure use in a well-ventilated area or a chemical fume hood to prevent inhalation. Avoid direct contact with skin and eyes. In the event of contact, flush the affected area immediately with plenty of water. Consult the Safety Data Sheet (SDS) for comprehensive safety guidelines, storage recommendations, and emergency response procedures. Store in a cool, dry place, segregated from incompatible materials.

Related Products / Graph Discovery

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

Related products and analog discovery will be available as catalog graph data is expanded.