Atomfair 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride) C11H15BO4 CAS 182281-01-2

4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (CAS No. 182281-01-2) is a highly versatile boronic acid derivative featuring a tetrahydropyran (THP) protecting group, making it an essential reagent in organic synthesis and pharmaceutical research. With the molecular formula C11H15BO4, this compound is widely used in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecule construction. The presence of varying amounts of anhydride ensures flexibility in synthetic applications while maintaining high reactivity. Our product is rigorously tested for purity and stability, making it ideal for researchers requiring precision in catalytic processes, medicinal chemistry, and material science applications. Available in various packaging options to…

Description

4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (CAS No. 182281-01-2) is a highly versatile boronic acid derivative featuring a tetrahydropyran (THP) protecting group, making it an essential reagent in organic synthesis and pharmaceutical research. With the molecular formula C11H15BO4, this compound is widely used in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecule construction. The presence of varying amounts of anhydride ensures flexibility in synthetic applications while maintaining high reactivity. Our product is rigorously tested for purity and stability, making it ideal for researchers requiring precision in catalytic processes, medicinal chemistry, and material science applications. Available in various packaging options to suit laboratory-scale and industrial needs.

Properties

  • CAS Number: 182281-01-2
  • Complexity: 204
  • IUPAC Name: (4-tetrahydropyran-2-yloxyphenyl)boronic acid
  • InChI: InChI=1S/C11H15BO4/c13-12(14)9-4-6-10(7-5-9)16-11-3-1-2-8-15-11/h4-7,11,13-14H,1-3,8H2
  • InChI Key: DMGMCZRNMYQQQB-UHFFFAOYSA-N
  • Exact Mass: 222.1063391
  • Molecular Formula: C11H15BO4
  • Molecular Weight: 222.05
  • SMILES: B(C1=CC=C(C=C1)OC2CCCCO2)(O)O
  • Topological: 58.9
  • Monoisotopic Mass: 222.1063391
  • Synonyms: 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride), 672-301-0, 182281-01-2, 4-(2-tetrahydropyranyloxy)phenylboronic acid, (4-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronic acid, 4-(tetrahydro-2h-pyran-2-yloxy)phenylboronic acid, 4-Hydroxyphenylboronic acid THP ether, [4-(oxan-2-yloxy)phenyl]boronic Acid, [4-(Tetrahydro-2H-pyran-2-yloxy)phenyl]boronic acid, Boronic acid, B-[4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-, MFCD02183525, 4-[(Tetrahydropyran-2-yl)oxy]phenylboronic Acid, [4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenyl]boronic acid, Boronic acid, [4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-, 4-(Tetrahydro-pyran-2-yloxy)-phenyl boronic acid, SCHEMBL852465, DTXSID60407551, DMGMCZRNMYQQQB-UHFFFAOYSA-N, AKOS004116356, AKOS016843600, 4-Hydroxybenzeneboronic acid-THP ether, AB11502, CS-W014728, {4-[(Oxan-2-yl)oxy]phenyl}boronic acid, AS-15076, SY026105, DB-010620, T3325, [4-(tetrahydropyran-2-yloxy)phenyl]boronic acid, 4-(2-(2H)-tetrahydropyranyloxy)phenylboronic acid, 4-(tetrahydro-2H-pyran-2-yloxy)-phenylboronic acid, 4-(tetrahydro-2h-pyran-2-yloxy)benzeneboronic acid, 4-(tetrahydro-2H-pyran-2-yloxy)phenyl boronic acid, (4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronicacid, 4-(2-Tetrahydropyranyloxy)benzeneboronic acid(contains varying amounts of Anhydride), 4-hydroxyphenylboronic acid; 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic acid

This compound serves as a key intermediate in the synthesis of biaryl compounds via palladium-catalyzed coupling reactions. It is particularly useful in pharmaceutical research for constructing drug scaffolds and bioactive molecules. The THP-protected boronic acid enhances stability during multi-step syntheses while allowing deprotection under mild acidic conditions. Its applications extend to materials science for developing organic electronic components and advanced polymers.

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 (83.3%): 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 (83.3%)

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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

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  • 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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