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Atomfair 4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane C16H29BO2 CAS 859217-85-9

4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane (CAS No. 859217-85-9) is a highly specialized organoboron compound with the molecular formula C16H29BO2. This reagent is a valuable building block in synthetic organic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a stable and efficient boron-based coupling partner. The compound features a dioxaborolane ring system substituted with tetramethylcyclohexenyl groups, offering steric hindrance and enhanced stability under various reaction conditions. It is supplied as a high-purity solid or solution, rigorously tested for quality assurance, and is ideal for researchers in pharmaceuticals, agrochemicals, and materials science. Proper handling under inert conditions is recommended to maintain reactivity and shelf…

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Description

4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane (CAS No. 859217-85-9) is a highly specialized organoboron compound with the molecular formula C16H29BO2. This reagent is a valuable building block in synthetic organic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a stable and efficient boron-based coupling partner. The compound features a dioxaborolane ring system substituted with tetramethylcyclohexenyl groups, offering steric hindrance and enhanced stability under various reaction conditions. It is supplied as a high-purity solid or solution, rigorously tested for quality assurance, and is ideal for researchers in pharmaceuticals, agrochemicals, and materials science. Proper handling under inert conditions is recommended to maintain reactivity and shelf life.

Properties

  • CAS Number: 859217-85-9
  • Complexity: 389
  • IUPAC Name: 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohexen-1-yl)-1,3,2-dioxaborolane
  • InChI: InChI=1S/C16H29BO2/c1-13(2)9-12(10-14(3,4)11-13)17-18-15(5,6)16(7,8)19-17/h9H,10-11H2,1-8H3
  • InChI Key: XVMFBRCBEYKITB-UHFFFAOYSA-N
  • Exact Mass: 264.2260603
  • Molecular Formula: C16H29BO2
  • Molecular Weight: 264.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(CC(C2)(C)C)(C)C
  • Topological: 18.5
  • Monoisotopic Mass: 264.2260603
  • Synonyms: 859217-85-9, 4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane, 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(3,3,5,5-TETRAMETHYL-1-CYCLOHEXEN-1-YL), 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohexen-1-yl)-1,3,2-dioxaborolane, MFCD16659018, 3,3,5,5-Tetramethyl-1-cyclohexene-1-boronic acid, pinacol ester, C16H29BO2, 3,3,5,5-Tetramethyl-1-cyclohexen-1-ylboronic acid pinacol ester, 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)-1,3,2-dioxaborolane, SCHEMBL2753979, DTXSID20630949, XVMFBRCBEYKITB-UHFFFAOYSA-N, 3,3,5,5-Tetramethyl-1-cyclohexene-1-boronic Acid Pinacol Ester, RB2077, (3,3,5,5-TETRAMETHYLCYCLOHEX-1-EN-1-YL)BORONIC ACID PINACOL ESTER, AKOS016000194, CS-W022039, MB14973, AC-33919, DS-13201, SY047347, DB-076492, 4,4,5,5-Tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)-[1,3,2]dioxaborolane, 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)[1,3,2]dioxaborolane

Application

This compound is widely used as a boron reagent in transition-metal-catalyzed cross-coupling reactions, enabling the synthesis of complex biaryl and heteroaryl structures. It is particularly useful in medicinal chemistry for constructing drug-like molecules due to its stability and compatibility with diverse functional groups. Researchers also employ it in the development of advanced materials, such as organic semiconductors and liquid crystals.

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