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CS-W001157 4
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2-(4-(tert-Butoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 938063-51-5

  • Cat. No. CS-0089490
  • Purity≥97%
  • MDL No.MFCD08741438

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

2-(4-(tert-Butoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0089490

Structure of 938063-51-5

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General Information

  • CAS No. 938063-51-5
  • Cat. No. CS-0089490
  • Purity ≥97%
  • MDL No. MFCD08741438
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₅BO₃
  • Molecular Weight 276.18
  • Synonym(s) 4-tert-Butoxyphenylboronic acid pinacol ester
  • SMILES CC(O1)(C)C(C)(C)OB1C2=CC=C(OC(C)(C)C)C=C2

Description

This boronate ester features a tert-butoxy-substituted aryl group and a tetramethyl-1,3,2-dioxaborolane core, offering enhanced stability and moisture tolerance. It integrates efficiently into Suzuki-Miyaura cross-coupling reactions under standard conditions, enabling reliable C–C bond formation in complex molecule synthesis.

Application

2-(4-(tert-Butoxy)phenyl)-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 tert-butoxy group enhances solubility and stability while enabling selective deprotection under mild acidic conditions. Its tetramethyl-substituted dioxaborolane ring ensures high reactivity and resistance to protodeboronation, making it ideal for constructing biaryl scaffolds 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   27.69
  • LogP   3.1631
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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