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3-Bromo-2-cyanophenylboronic acid neopentyl glycol ester

CAS 883899-07-8Formula C12H13BBrNO2MW 293.95PubChem 11493071

3-Bromo-2-cyanophenylboronic acid neopentyl glycol ester is a versatile organoboron compound primarily utilized as a building block in organic synthesis. Its structure features a brominated cyanophenyl moiety and a neopentyl glycol boronic ester, making it suitable for various cross-coupling reactions, particularly Suzuki-Miyaura coupling, to construct complex molecular architectures for research purposes.

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InChIKey: CULSSICMSNLRST-UHFFFAOYSA-NC12H13BBrNO2 | MW 293.95

Chemical Identity

Molecular Formula

C12H13BBrNO2

Molecular Weight

293.95 g/mol

Exact Mass

293.02227

PubChem CID

11493071

IUPAC Name

2-bromo-6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile

SMILES String

CC1(C)COB(c2cccc(Br)c2C#N)OC1

Names & Synonyms

3-Bromo-2-cyanobenzeneboronic acid neopentyl glycol esterC12H13BBrNO2F87517
External Identifiers
MFCD08669549DTXSID10467544AB45898HS-3008

Catalog Overview

3-Bromo-2-cyanophenylboronic acid neopentyl glycol ester, identified by CAS 883899-07-8, is a meticulously synthesized chemical intermediate with the molecular formula C12H13BBrNO2 and a molecular weight of 293. 95. This compound incorporates a bromine atom and a cyano group on a phenyl ring, alongside a neopentyl glycol boronic ester functionality. The boronic ester group is a key feature, enabling its participation in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, a fundamental tool in modern organic chemistry for forming carbon-carbon bonds.

Use Context

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

3-Bromo-2-cyanophenylboronic acid neopentyl glycol ester, identified by CAS 883899-07-8, is a meticulously synthesized chemical intermediate with the molecular formula C12H13BBrNO2 and a molecular weight of 293.95. This compound incorporates a bromine atom and a cyano group on a phenyl ring, alongside a neopentyl glycol boronic ester functionality. The boronic ester group is a key feature, enabling its participation in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, a fundamental tool in modern organic chemistry for forming carbon-carbon bonds. The bromine atom also offers an additional site for further functionalization through various coupling reactions or nucleophilic substitutions. The cyano group can be transformed into other functionalities, such as carboxylic acids or amines, expanding its synthetic utility. This compound is valuable for researchers engaged in the synthesis of pharmaceuticals, agrochemicals, and advanced materials, serving as a crucial building block for creating diverse chemical structures in a research-use-only context.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white crystalline solid

Physical State

solid

Melting Point

98.0 °C

Boiling Point

301.0 °C

Density

1.5 g/cm³

Water Solubility

1.62 × 10⁻³ mol/L

Flash Point

190.0 °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 3-Bromo-2-cyanophenylboronic acid neopentyl glycol ester in a well-ventilated area or fume hood. Wear appropriate personal protective equipment, including safety goggles, gloves, and a lab coat, to prevent skin and eye contact. Avoid inhalation of dust or vapors. 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 comprehensive safety information before use.

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