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Atomfair 4-(Oxiran-2-ylmethoxy)benzeneboronic acid, pinacol ester C15H21BO4 CAS 664991-83-7

4-(Oxiran-2-ylmethoxy)benzeneboronic acid, pinacol ester (CAS No. 664991-83-7) is a high-purity boronic ester derivative with the molecular formula C15H21BO4. This compound, also known as 4,4,5,5-tetramethyl-2-[4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane, is a versatile building block in organic synthesis and pharmaceutical research. Its unique structure combines an epoxy-functionalized phenyl ring with a pinacol boronate group, making it valuable for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. The compound is supplied as a stable, crystalline solid with ≥95% purity (HPLC), ensuring consistent performance in demanding applications. Proper storage under inert conditions (2-8°C, argon) is recommended to maintain reactivity.

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Description

4-(Oxiran-2-ylmethoxy)benzeneboronic acid, pinacol ester (CAS No. 664991-83-7) is a high-purity boronic ester derivative with the molecular formula C15H21BO4. This compound, also known as 4,4,5,5-tetramethyl-2-[4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane, is a versatile building block in organic synthesis and pharmaceutical research. Its unique structure combines an epoxy-functionalized phenyl ring with a pinacol boronate group, making it valuable for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. The compound is supplied as a stable, crystalline solid with ≥95% purity (HPLC), ensuring consistent performance in demanding applications. Proper storage under inert conditions (2-8°C, argon) is recommended to maintain reactivity.

Properties

  • CAS Number: 664991-83-7
  • Complexity: 334
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C15H21BO4/c1-14(2)15(3,4)20-16(19-14)11-5-7-12(8-6-11)17-9-13-10-18-13/h5-8,13H,9-10H2,1-4H3
  • InChI Key: SMSGMQUMNANAOD-UHFFFAOYSA-N
  • Exact Mass: 276.1532893
  • Molecular Formula: C15H21BO4
  • Molecular Weight: 276.14
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)OCC3CO3
  • Topological: 40.2
  • Monoisotopic Mass: 276.1532893
  • Synonyms: 4-(Oxiran-2-ylmethoxy)benzeneboronic acid, pinacol ester, 814-617-5, 664991-83-7, 4,4,5,5-Tetramethyl-2-[4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane, 4,4,5,5-TETRAMETHYL-2-(4-(OXIRAN-2-YLMETHOXY)PHENYL)-1,3,2-DIOXABOROLANE, 4-(OXIRAN-2-YLMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER, 4,4,5,5-Tetramethyl-2-{4-[(oxiran-2-yl)methoxy]phenyl}-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane, MFCD09027286, SCHEMBL6482288, DTXSID00657295, SMSGMQUMNANAOD-UHFFFAOYSA-N, XH0354, 1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-[4-(2-oxiranylmethoxy)phenyl]-, AKOS025293613, CS-0174662, F76128

Application

This boronic ester is widely used as a key intermediate in the synthesis of biologically active compounds and pharmaceutical ingredients. The epoxy functionality enables further derivatization through ring-opening reactions, while the boronate group participates in cross-coupling chemistry. Researchers utilize it in the development of kinase inhibitors and other small molecule therapeutics. The compound has shown particular utility in creating conjugated materials for organic electronics.

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).

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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.

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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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