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Atomfair 4,4-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one C14H23BO3 CAS 219489-09-5

4,4-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (CAS No. 219489-09-5) is a highly specialized boronic ester compound with the molecular formula C14H23BO3. This organoboron reagent features a cyclohexenone core substituted with a pinacol boronate ester group, making it a valuable intermediate in synthetic organic chemistry and cross-coupling reactions. The compound is characterized by its high purity and stability under inert conditions, ensuring reliable performance in sensitive applications. Ideal for researchers in pharmaceuticals, materials science, and catalysis, this product is supplied in rigorously controlled packaging to maintain integrity. Store in a cool, dry place under an inert atmosphere for optimal shelf life.

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Description

4,4-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one (CAS No. 219489-09-5) is a highly specialized boronic ester compound with the molecular formula C14H23BO3. This organoboron reagent features a cyclohexenone core substituted with a pinacol boronate ester group, making it a valuable intermediate in synthetic organic chemistry and cross-coupling reactions. The compound is characterized by its high purity and stability under inert conditions, ensuring reliable performance in sensitive applications. Ideal for researchers in pharmaceuticals, materials science, and catalysis, this product is supplied in rigorously controlled packaging to maintain integrity. Store in a cool, dry place under an inert atmosphere for optimal shelf life.

Properties

  • CAS Number: 219489-09-5
  • Complexity: 391
  • IUPAC Name: 4,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one
  • InChI: InChI=1S/C14H23BO3/c1-12(2)8-7-11(16)10(9-12)15-17-13(3,4)14(5,6)18-15/h9H,7-8H2,1-6H3
  • InChI Key: MMYLPQABFZSMCP-UHFFFAOYSA-N
  • Exact Mass: 250.1740248
  • Molecular Formula: C14H23BO3
  • Molecular Weight: 250.14
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(CCC2=O)(C)C
  • Topological: 35.5
  • Monoisotopic Mass: 250.1740248
  • Synonyms: 219489-09-5, 4,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one, 4,4-(Dimethylcyclohex-2-en-1-one)-2-boronic acid, pinacol ester, 4,4-Dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-enone, 4,4-(Dimethylcyclohex-2-enone)-2-boronic acid, pinacol ester, MFCD09027074, 3,3-Dimethyl-6-oxocyclohex-1-ene-1-boronic acid, pinacol ester, 4,4-(Dimethylcyclohex-2-en-1-one)-2-boronic acid pinacol ester, SCHEMBL1701535, DTXSID40436940, MMYLPQABFZSMCP-UHFFFAOYSA-N, 4,4-(Dimethylcyclohex-2-enone)-2-boronic acid pinacol ester, AKOS015893486, AT16288, PS-9711, SY279678, CS-0176812, 3,3-Dimethyl-6-oxo-1-cyclohexene-1-boronic Acid Pinacol Ester, 4,4-(Dimethylcyclohex-2-enone)-2-boronic acid, pinacol ester, AldrichCPR, 4,4-(dimethylcyclohex-2-en-1-one)-2-boronic acid, pinacol ester, AldrichCPR

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex organic molecules. Its boronate ester functionality facilitates efficient carbon-carbon bond formation in medicinal chemistry and drug discovery. Researchers also employ it in the development of advanced materials, such as organic semiconductors and liquid crystals. The sterically hindered cyclohexenone backbone enhances selectivity in catalytic transformations.

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Disclaimer

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