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Atomfair 2-[3-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane C13H18BBrO2 CAS 214360-74-4

2-[3-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 214360-74-4) is a high-purity boronic ester derivative with the molecular formula C13H18BBrO2. This compound features a reactive bromomethyl group adjacent to a phenyl-dioxaborolane moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other organoboron chemistry applications. Its stable dioxaborolane ring ensures excellent shelf-life and handling properties under inert conditions. Ideal for pharmaceutical research, materials science, and agrochemical synthesis, this reagent is supplied with comprehensive analytical data (NMR, HPLC) to guarantee quality and consistency. Store under inert gas at -20°C to prevent degradation.

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Description

2-[3-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 214360-74-4) is a high-purity boronic ester derivative with the molecular formula C13H18BBrO2. This compound features a reactive bromomethyl group adjacent to a phenyl-dioxaborolane moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other organoboron chemistry applications. Its stable dioxaborolane ring ensures excellent shelf-life and handling properties under inert conditions. Ideal for pharmaceutical research, materials science, and agrochemical synthesis, this reagent is supplied with comprehensive analytical data (NMR, HPLC) to guarantee quality and consistency. Store under inert gas at -20°C to prevent degradation.

Properties

  • CAS Number: 214360-74-4
  • Complexity: 265
  • IUPAC Name: 2-[3-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • InChI: InChI=1S/C13H18BBrO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-6-10(8-11)9-15/h5-8H,9H2,1-4H3
  • InChI Key: WUIYGXGXVOHAFW-UHFFFAOYSA-N
  • Exact Mass: 296.05832
  • Molecular Formula: C13H18BBrO2
  • Molecular Weight: 297.00
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CBr
  • Topological: 18.5
  • Monoisotopic Mass: 296.05832
  • Synonyms: 214360-74-4, 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[3-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, DTXSID80378335, DTXCID80329362, 687-016-7, (3-Bromomethylphenyl)boronic acid pinacol ester, 3-Bromomethylphenylboronic acid, pinacol ester, 3-(Bromomethyl)phenylboronic acid pinacol ester, 1,3,2-DIOXABOROLANE, 2-[3-(BROMOMETHYL)PHENYL]-4,4,5,5-TETRAMETHYL-, MFCD02183481, 3-(Bromomethyl)phenylboronic acid, pinacol ester, 3-(bromomethyl)phenylboronic pinacol ester, 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane, 3-bromomethylphenyl boronic acid pinacol ester, SCHEMBL3039403, (3-(BROMOMETHYL)PHENYL)BORONIC ACID PINACOL ESTER, WUIYGXGXVOHAFW-UHFFFAOYSA-N, BCP26753, AKOS015842129, AB11493, AS-2405, CS-W009968, SY103719, EN300-94270, D71321, 3-(Bromomethyl)benzeneboronic acid, pinacol ester, 3-Bromomethylphenylboronic acid pinacol ester, 95%, Z1268451788, 2-(3-Bromomethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl structures in drug discovery. It also serves as a precursor for functionalized boronates in materials science, enabling the development of OLEDs and organic semiconductors. Researchers utilize its bromomethyl group for further derivatization in peptide coupling or polymer chemistry.

Safety and Hazards

GHS Hazard Statements

  • H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

  • P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (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

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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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