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

CAS 1287221-37-7Formula C11H11BINO4MW 358.93PubChem 71310558

This compound is a MIDA (N-methyliminodiacetic acid) ester of 3-iodophenylboronic acid, a versatile building block in organic synthesis. It is primarily used in research as a protected boronic acid derivative, offering enhanced stability and controlled reactivity compared to free boronic acids. Its iodine substituent provides a handle for further functionalization, particularly in cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: GEXCTPQCJMYLNP-UHFFFAOYSA-NC11H11BINO4 | MW 358.93

Chemical Identity

Molecular Formula

C11H11BINO4

Molecular Weight

358.93 g/mol

Exact Mass

358.98259

PubChem CID

71310558

SMILES String

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

Names & Synonyms

3-Iodophenylboronic acid MIDA ester3-Iodophenylboronic acid MIDA ester, 97%Boron, [N-[(carboxy-kappaO)methyl]-N-methylglycinato(2-)-kappaN,kappaO](3-iodophenyl)-, (T-4)-
External Identifiers
DTXSID40746233RefChem:251585DTXCID50696977MFCD11215225starbld0034477AKOS022168239AS-2872

Catalog Overview

2-(3-Iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Iodophenylboronic acid MIDA ester, is a functionalized intermediate with the chemical formula C11H11BINO4 and a molecular weight of 358. 93 g/mol. This compound features a 3-iodophenyl group attached to a MIDA boronate ester, a cyclic protecting group derived from N-methyliminodiacetic acid. MIDA boronates are recognized for their stability, ease of handling, and ability to undergo Suzuki-Miyaura cross-coupling reactions under mild conditions, releasing the active boronic acid in situ.

Use Context

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

2-(3-Iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, also known as 3-Iodophenylboronic acid MIDA ester, is a functionalized intermediate with the chemical formula C11H11BINO4 and a molecular weight of 358.93 g/mol. This compound features a 3-iodophenyl group attached to a MIDA boronate ester, a cyclic protecting group derived from N-methyliminodiacetic acid. MIDA boronates are recognized for their stability, ease of handling, and ability to undergo Suzuki-Miyaura cross-coupling reactions under mild conditions, releasing the active boronic acid in situ. The presence of the iodine atom at the meta-position of the phenyl ring makes this compound a valuable precursor for introducing aryl groups with specific substitution patterns, enabling the synthesis of complex organic molecules in medicinal chemistry and materials science research.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white solid

Physical State

Solid

Melting Point

110.0 °C

Boiling Point

348.0 °C

Density

1.7 g/cm³

Water Solubility

3.31 × 10⁻⁴ mol/L

Flash Point

200.0 °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 under a 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 safety information before use. 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)

2-(4-Iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dioneCAS 1257649-56-1
1404364-97-1CAS 1404364-97-1
2223038-81-9CAS 2223038-81-9
149879-60-7CAS 149879-60-7
2680694-26-0CAS 2680694-26-0

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.