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Atomfair 4-(Methoxymethyl)benzeneboronic acid C8H11BO3 CAS 279262-11-2

4-(Methoxymethyl)benzeneboronic acid (CAS: 279262-11-2) is a highly versatile boronic acid derivative with the molecular formula C8H11BO3. This organoboron compound is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. The methoxymethyl substituent enhances solubility and reactivity, making it particularly valuable for constructing complex biaryl systems in pharmaceutical and materials science research. Supplied as a white to off-white crystalline powder, it is rigorously tested for purity by HPLC, NMR, and elemental analysis to ensure consistency in sensitive applications. Proper storage under inert atmosphere at 2-8°C is recommended to prevent boronic anhydride formation. Available in research quantities from…

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Description

4-(Methoxymethyl)benzeneboronic acid (CAS: 279262-11-2) is a highly versatile boronic acid derivative with the molecular formula C8H11BO3. This organoboron compound is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. The methoxymethyl substituent enhances solubility and reactivity, making it particularly valuable for constructing complex biaryl systems in pharmaceutical and materials science research. Supplied as a white to off-white crystalline powder, it is rigorously tested for purity by HPLC, NMR, and elemental analysis to ensure consistency in sensitive applications. Proper storage under inert atmosphere at 2-8°C is recommended to prevent boronic anhydride formation. Available in research quantities from milligrams to kilograms with customizable packaging options.

Properties

  • CAS Number: 279262-11-2
  • Complexity: 121
  • IUPAC Name: [4-(methoxymethyl)phenyl]boronic acid
  • InChI: InChI=1S/C8H11BO3/c1-12-6-7-2-4-8(5-3-7)9(10)11/h2-5,10-11H,6H2,1H3
  • InChI Key: VTNVZXAYRMTKON-UHFFFAOYSA-N
  • Exact Mass: 166.0801244
  • Molecular Formula: C8H11BO3
  • Molecular Weight: 165.98
  • SMILES: B(C1=CC=C(C=C1)COC)(O)O
  • Topological: 49.7
  • Monoisotopic Mass: 166.0801244
  • Synonyms: 4-Methoxymethylbenzeneboronic acid, 4-(Methoxymethyl)benzeneboronic Acid, 631-073-2, 685-583-5, 279262-11-2, 4-(Methoxymethyl)phenylboronic acid, (4-(Methoxymethyl)phenyl)boronic acid, 4-Methoxymethylphenylboronic acid, [4-(methoxymethyl)phenyl]boronic Acid, MFCD03788426, 4-methoxymethyl-phenylboronic acid, (4-(Methoxymethoxy)phenyl)boronic acid;4-(Methoxymethoxy)phenylboronic acid, SCHEMBL104085, DTXSID30395552, 4-methoxymethylphenyl boronic acid, VTNVZXAYRMTKON-UHFFFAOYSA-N, 4-methoxymethyl-benzene boronic acid, 4-(Methoxymethyl)Phenylboronic Acid (Contains Varying Amounts Of Anhydride), AKOS004116558, AB16006, PS-9462, SY025274, DB-067851, CS-0150194, M2677, I12121, EN300-1259725, Z823983404, 4-Methoxymethylphenylboronic acid (contains varying amounts of Anhydride)

This reagent is principally employed in palladium-catalyzed cross-coupling reactions to form carbon-carbon bonds in medicinal chemistry applications. The methoxymethyl group provides improved stability compared to simple phenylboronic acids while maintaining good reactivity. Researchers utilize it for synthesizing novel drug candidates, particularly in constructing biaryl scaffolds common in kinase inhibitors. It also finds use in materials science for creating conjugated organic electronic materials. The compound’s balanced lipophilicity makes it valuable for prodrug design strategies.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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