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CS-W001157 4
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2-(2,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 214360-69-7

  • Cat. No. CS-0089494
  • Molecule weight264.13
  • Purity≥97%
  • MDL No.MFCD06795688

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

2-(2,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0089494

Structure of 214360-69-7

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General Information

  • CAS No. 214360-69-7
  • Cat. No. CS-0089494
  • Purity ≥97%
  • MDL No. MFCD06795688
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₄
  • Molecular Weight 264.13
  • Synonym(s) 2,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER
  • SMILES CC(O1)(C)C(C)(C)OB1C2=C(OC)C=C(OC)C=C2

Description

This boronate ester features a 2,4-dimethoxyphenyl moiety fused to a tetramethyl-1,3,2-dioxaborolane ring, delivering enhanced stability and solubility in organic media. The electron-rich aromatic system facilitates efficient coupling in Suzuki-Miyaura reactions, while the sterically shielded boron center resists protodeboronation. Ideal for iterative cross-coupling sequences in complex molecule synthesis.

Application

2-(2,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The 2,4-dimethoxyphenyl moiety provides enhanced solubility and electronic modulation, while the tetramethyl-substituted dioxaborolane ensures high chemical stability and resistance to protodeboronation. It facilitates efficient coupling with aryl halides and pseudohalides under mild conditions, enabling rapid access to biaryl scaffolds prevalent in pharmaceutical and agrochemical research.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   2.003
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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