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CS-W001157 4
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3- Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol

  • CAS No. 1370732-71-0

  • Cat. No. CS-0189287
  • Purity≥98%
  • MDL No.None

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

3- Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol|CS-0189287

Structure of 1370732-71-0

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General Information

  • CAS No. 1370732-71-0
  • Cat. No. CS-0189287
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₃
  • Molecular Weight 248.13
  • Synonym(s) (3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol
  • SMILES OCC1=CC=C(B2OC(C)(C)C(C)(C)O2)C(C)=C1

Description

3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol features a boronate ester group paired with a methyl-substituted benzyl alcohol scaffold. This combination enables stable coupling in Suzuki-Miyaura reactions while maintaining solubility and ease of handling under standard conditions. The tetramethylcyclopentadienone-derived boronate resists hydrolysis and facilitates efficient cross-coupling with aryl halides.

Application

3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables stable, air-tolerant handling and facilitates efficient C–C bond formation under mild conditions. The methanol functionality provides a site for further derivatization, while the methyl substituent offers regiochemical control. This compound functions effectively in the construction of biaryl scaffolds and complex heterocycles relevant to medicinal chemistry and materials science.

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+P364

Quality Control

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   1.78652
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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