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NorrChemica™

4-Methoxyphenylboronic Acid | CAS 5720-07-0 | ≥98%

4-Methoxyphenylboronic Acid | CAS 5720-07-0 | ≥98%

€19,95 EUR
€19,95 EUR
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Technical Specifications

CAS Number 5720-07-0
EC / EINECS Number 611-482-2
SMILES B(C1=CC=C(C=C1)OC)(O)O
InChI InChI=1S/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
InChIKey VOAAEKKFGLPLLU-UHFFFAOYSA-N
PubChem CID 201262
Molecular Formula C₇H₉BO₃
Molecular Weight 151.96 g/mol
Purity ≥98.0%
Physical Form White to off-white crystalline powder
HS Code 2931.90.00
Shelf Life 36 months under recommended storage conditions
Storage Conditions Store at room temperature. Keep container tightly closed in a dry place. Mildly hygroscopic — protect from moisture. May contain small variable amounts of boron anhydrides.
SDS / CoA Download PDF

Applications

4-Methoxyphenylboronic acid is a versatile arylboronic acid building block for palladium-catalyzed carbon–carbon bond-forming reactions. It serves as a reliable coupling partner for introducing the 4-methoxyphenyl (p-anisyl) group into complex molecular architectures. The electron-donating methoxy substituent enhances transmetalation reactivity in cross-coupling reactions.

  • Suzuki-Miyaura cross-coupling with aryl and vinyl halides
  • Sonogashira and Heck coupling reactions
  • Copper-mediated Chan-Lam coupling for C–N and C–O bond formation
  • Synthesis of biaryl intermediates for pharmaceutical and agrochemical research
  • Diol and saccharide recognition research and glucose sensing applications
  • Polymer and materials science research

Structure & Properties

4-Methoxyphenylboronic acid features a para-methoxy substituent on the phenyl ring, providing strong electron-donating character (+M effect) that increases nucleophilicity at boron and accelerates transmetalation. The compound is a high-melting crystalline solid (204–206 °C) and may contain varying amounts of the corresponding boronic acid anhydride (boroxine) in the solid state.

Handling

Handle under standard laboratory ventilation. Avoid contact with skin and eyes. Consult the Safety Data Sheet before use.

Common Scientific Applications

  • Benchmark coupling partner in Suzuki–Miyaura cross-coupling reactions for the synthesis of 4-methoxybiaryl scaffolds via palladium catalysis.

  • Building block in medicinal chemistry and drug discovery, particularly for the preparation of anisyl-substituted biaryl and heteroaryl compounds — the methoxy group enhances electron density and modulates binding affinity in drug design.

  • Reagent in the synthesis of natural product analogues and pharmaceutical intermediates bearing the p-methoxyphenyl (anisyl) motif, widely encountered in bioactive molecules and agrochemicals.

  • Lewis acid and boron source in saccharide sensing and molecular recognition applications, exploiting the reversible covalent interaction of boronic acids with cis-diol containing biomolecules.

  • Precursor for 4-methoxyphenyl boronate esters (pinacol, MIDA, neopentyl glycol) used in iterative cross-coupling strategies and the synthesis of electron-rich π-conjugated materials for OLEDs and organic electronics.

The NorrChemica™ Standard

Identity Verified — Batch-verified via analytical QC; documentation available on request.

Direct EU Distribution — Dispatched from Finland for fast delivery to EU-based laboratories.

Professional Logistics — Tracked courier shipping via UPS / Matkahuolto / Posti.

Packaging & Storage

  • Supplied in tightly sealed containers suitable for laboratory handling.
  • Store under recommended conditions as specified on the product label and SDS.
  • Retest period per lot-specific CoA / label under recommended conditions.

Technical Documentation

  • Batch-specific Certificate of Analysis (CoA) included with every order.
  • GHS-compliant Safety Data Sheet (SDS) provided with every shipment.
  • Batch documentation available for institutional procurement.
Payment: Wise (Bank Transfer) or Manual Invoice.
Disclaimer: Research Use Only (RUO) — not for human or veterinary use. Sold strictly for laboratory research and technical applications. By purchasing this item, the buyer confirms professional intent and compliance with applicable regulations.

Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class Not classified as dangerous for transport (ADR/IATA)
Transport Category Not regulated
H-Statements H315 - H319 - H335
P-Statements P261 - P264 - P271 - P280 - P302+P352 - P305+P351+P338 - P332+P313 - P337+P313 - P362+P364 - P501

NorrChemica™ is a Finnish supplier of niche research reagents — focused on reliable EU distribution, transparent analytical documentation, and specialist technical support.

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