• 325142-84-5 2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane - AMI Scientific
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TCI

CAS 325142-84-5

2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane TCI M3124

2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane TCI M3124

Chemical Identity

CAS No.
325142-84-5
PubChem
CID 11413643·SID 468592281
Formula
C13H19BO3
Molecular weight
234.10 g/mol
Purity
>98.0%(GC)(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-(3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)OC
InChIKey
DMKREZLZDOSDQU-UHFFFAOYSA-N
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TCI M3124 2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, CAS number 325142-84-5, is an organoboron reagent that takes the form of the pinacol ester of 3-methoxyphenylboronic acid. In the laboratory, this compound serves as a dependable coupling partner in carbon–carbon bond forming reactions, most notably the palladium-catalysed Suzuki–Miyaura reaction. Its role is central to the synthesis of biaryl and heterobiaryl compounds, structural frameworks that appear widely in active pharmaceutical ingredients, organic electronic materials, and catalyst ligands. The methoxy group at the meta position imparts a distinctive electronic character that influences the properties of the final product.

The principal reason chemists select the pinacol ester form over the free boronic acid is its markedly better stability. Pinacol esters do not readily undergo dehydration to boroxines, they are not hygroscopic in the way many boronic acids are, and they are more easily purified by column chromatography because of their more non-polar character. This stability makes weighing considerably more accurate, since the boron content per unit mass does not fluctuate with atmospheric moisture uptake. Even so, the reagent retains adequate reactivity under standard coupling conditions with a base and a palladium catalyst.

In Indonesian laboratories, this reagent is typically found in synthetic organic chemistry groups at universities and research institutes, as well as in the discovery and process development units of pharmaceutical and fine chemical companies. It supports route scouting work, the preparation of biaryl intermediates, and the assembly of molecular frameworks for functional materials. Its stable handling profile is particularly valued in a tropical, high-humidity working environment, where free boronic acids are more prone to weighing inconsistencies.

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Related TCI products

  • Suzuki–Miyaura cross-coupling: serves as the boron coupling partner with aryl halides under palladium catalysis and a base, delivering carbon–carbon bonds reliably under standard, well-established reaction conditions.
  • Biaryl and heterobiaryl synthesis: builds the biaryl framework directly, giving access to the scaffolds that recur throughout pharmaceutical actives, functional materials, and ligand structures used in laboratory work.
  • Pharmaceutical intermediate preparation: introduces a meta-methoxy-substituted aryl unit into target molecules, a substitution pattern frequently required in the construction of active pharmaceutical ingredient frameworks.
  • Organic electronic materials research: supplies aryl building blocks for conjugated structures, where the meta methoxy substituent contributes electronic character that shapes the properties of the resulting material.
  • Catalyst ligand synthesis: provides the aryl fragment needed to assemble biaryl ligand backbones, with the pinacol ester form giving accurate stoichiometry for reproducible, repeatable ligand preparation.

Brand TCI
CAS number 325142-84-5
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes available in standard TCI catalogue pack sizes; please confirm the currently listed option when ordering
Physical form —
Storage keep in a tightly closed container, protected from moisture
  • Chemical form: pinacol ester of 3-methoxyphenylboronic acid (organoboron reagent)

Store the reagent in a tightly closed original container in a cool, dry, well-ventilated place away from moisture and direct sunlight. Although the pinacol ester form is far less hygroscopic than the corresponding free boronic acid, protection from atmospheric water remains good practice to preserve reagent quality and weighing accuracy. Keep the container away from strong oxidising agents and sources of ignition. Handle and weigh the material in a fume hood, wearing safety goggles, chemical-resistant gloves, and a laboratory coat. Close the container promptly after use and consult the manufacturer's safety data sheet before handling, disposal, or transfer.

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