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CS-W001157 4
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2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 851231-30-6

  • Cat. No. CS-0356533
  • Purity≥98%
  • MDL No.None

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

2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0356533

Structure of 851231-30-6

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General Information

  • CAS No. 851231-30-6
  • Cat. No. CS-0356533
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₄
  • Molecular Weight 264.13
  • Synonym(s) 1,3-dimethoxy-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolanyl)-benzene
  • SMILES CC1(C)C(C)(C)OB(C2=C(OC)C=CC=C2OC)O1

Description

This boronate ester features a 2,6-dimethoxyphenyl group attached to a tetramethyl-1,3,2-dioxaborolane scaffold, delivering enhanced stability and solubility in organic solvents. The electron-rich aromatic moiety facilitates efficient coupling in Suzuki-Miyaura reactions, while the steric protection of the dioxaborolane ring minimizes protodeboronation. Ideal for complex molecule synthesis under mild conditions.

Application

2-(2,6-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 2,6-dimethoxyphenyl group provides enhanced solubility and electronic modulation, while the tetramethyl-substituted dioxaborolane ensures excellent shelf stability and compatibility with diverse reaction conditions. It facilitates efficient C–C bond formation under mild catalytic systems, enabling reliable access to substituted biaryls in medicinal chemistry and materials synthesis.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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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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