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Atomfair 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane C7H14BClO2 CAS 83622-42-8

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 83622-42-8) is a highly specialized organoboron compound with the molecular formula C7H14BClO2. This pinacol boronic ester derivative features a reactive chloromethyl group, making it a valuable intermediate in synthetic organic chemistry and cross-coupling reactions. The compound is characterized by its stability under inert conditions and its utility in Suzuki-Miyaura and other palladium-catalyzed transformations. Ideal for researchers in pharmaceutical, agrochemical, and materials science applications, this reagent is supplied as a clear to pale-yellow liquid with high purity (>95%) and is sensitive to moisture and air. Proper storage under inert gas (e.g., argon or nitrogen) is recommended to maintain…

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Description

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 83622-42-8) is a highly specialized organoboron compound with the molecular formula C7H14BClO2. This pinacol boronic ester derivative features a reactive chloromethyl group, making it a valuable intermediate in synthetic organic chemistry and cross-coupling reactions. The compound is characterized by its stability under inert conditions and its utility in Suzuki-Miyaura and other palladium-catalyzed transformations. Ideal for researchers in pharmaceutical, agrochemical, and materials science applications, this reagent is supplied as a clear to pale-yellow liquid with high purity (>95%) and is sensitive to moisture and air. Proper storage under inert gas (e.g., argon or nitrogen) is recommended to maintain its integrity.

Properties

  • CAS Number: 83622-42-8
  • Complexity: 143
  • IUPAC Name: 2-(chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • InChI: InChI=1S/C7H14BClO2/c1-6(2)7(3,4)11-8(5-9)10-6/h5H2,1-4H3
  • InChI Key: ABFNBZSUTILCRK-UHFFFAOYSA-N
  • Exact Mass: 176.0775375
  • Molecular Formula: C7H14BClO2
  • Molecular Weight: 176.45
  • SMILES: B1(OC(C(O1)(C)C)(C)C)CCl
  • Topological: 18.5
  • Monoisotopic Mass: 176.0775375
  • Synonyms: 2-(chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 83622-42-8, DTXSID60456125, DTXCID20406944, (Chloromethyl)boronic Acid Pinacol Ester, MFCD12405514, 1,3,2-Dioxaborolane, 2-(chloromethyl)-4,4,5,5-tetramethyl-, C7H14BClO2, SCHEMBL1691193, ABFNBZSUTILCRK-UHFFFAOYSA-N, BCP13674, AKOS016012210, CS-W006387, DS-6867, DA-28978, SY022384, N10604

Application

This compound is widely used as a key intermediate in the synthesis of boronic acid derivatives for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex organic molecules. Its chloromethyl group allows for further functionalization, making it valuable in medicinal chemistry for drug discovery and development. Additionally, it serves as a precursor in the preparation of advanced materials and ligands for catalytic systems.

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