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CS-W001157 4
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4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane

  • CAS No. 126689-04-1

  • Cat. No. CS-0236587
  • Purity≥95%
  • MDL No.MFCD23381517

*For research and further manufacturing use only, not for direct human use.

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane|CS-0236587

Structure of 126689-04-1

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General Information

  • CAS No. 126689-04-1
  • Cat. No. CS-0236587
  • Purity ≥95%
  • MDL No. MFCD23381517
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉BO₂
  • Molecular Weight 182.07
  • Synonym(s) 1-Methyl-cyclopropylboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2(C)CC2)O1

Description

This boronate ester features a sterically hindered tetramethylcyclopentadienone core paired with a methylcyclopropyl group, delivering enhanced stability and compatibility in Suzuki-Miyaura coupling reactions. The robust boronate moiety resists hydrolysis under standard conditions while enabling efficient cross-coupling with aryl halides.

Application

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its sterically hindered dioxaborolane core enhances air and moisture stability, enabling reliable handling and reproducible coupling with aryl and vinyl halides. The 1-methylcyclopropyl group imparts favorable solubility and minimizes protodeboronation, making it particularly effective in constructing complex biaryl and heteroaryl scaffolds under standard catalytic conditions.

Safety Information

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GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.6327
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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