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Atomfair [(1E)-3-{9-borabicyclo[3.3.1]nonan-9-yl}prop-1-en-1-yl]trimethylsilane C14H27BSi CAS 514854-29-6

[(1E)-3-{9-borabicyclo[3.3.1]nonan-9-yl}prop-1-en-1-yl]trimethylsilane (CAS No. 514854-29-6) is a highly specialized organoboron compound with the molecular formula C14H27BSi. This reagent features a unique 9-borabicyclo[3.3.1]nonane (9-BBN) core, coupled with a prop-1-enyltrimethylsilane moiety, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its well-defined structure and high purity (typically ≥95%) ensure consistent performance in sensitive applications. Ideal for […]

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Description

[(1E)-3-{9-borabicyclo[3.3.1]nonan-9-yl}prop-1-en-1-yl]trimethylsilane (CAS No. 514854-29-6) is a highly specialized organoboron compound with the molecular formula C14H27BSi. This reagent features a unique 9-borabicyclo[3.3.1]nonane (9-BBN) core, coupled with a prop-1-enyltrimethylsilane moiety, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its well-defined structure and high purity (typically ≥95%) ensure consistent performance in sensitive applications. Ideal for researchers in pharmaceuticals, materials science, and catalysis, this compound is supplied under strict quality control to meet the demands of advanced synthetic chemistry. Store under inert conditions to maintain stability.

Properties

  • CAS Number: 514854-29-6
  • Complexity: 232
  • IUPAC Name: [(E)-3-(9-borabicyclo[3.3.1]nonan-9-yl)prop-1-enyl]-trimethyl-silane
  • InChI: InChI=1S/C14H27BSi/c1-16(2,3)12-6-11-15-13-7-4-8-14(15)10-5-9-13/h6,12-14H,4-5,7-11H2,1-3H3/b12-6+
  • InChI Key: ITFIYPHLGJMVNS-WUXMJOGZSA-N
  • Exact Mass: 234.1975076
  • Molecular Formula: C14H27BSi
  • Molecular Weight: 234.26
  • SMILES: B1(C2CCCC1CCC2)C/C=C/[Si](C)(C)C
  • Monoisotopic Mass: 234.1975076
  • Synonyms: [(1E)-3-{9-borabicyclo[3.3.1]nonan-9-yl}prop-1-en-1-yl]trimethylsilane, 514854-29-6, SCHEMBL25764704

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex organic molecules. Its 9-BBN group acts as a robust boron source for selective transformations, while the trimethylsilyl (TMS) moiety enhances reactivity in certain contexts. Researchers also employ it in the preparation of boron-containing polymers and advanced materials. Its stability and selectivity make it suitable for pharmaceutical development, particularly in constructing bioactive scaffolds.

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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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