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2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

  • CAS No. 1220219-22-6

  • Cat. No. CS-0089499
  • Molecule weight259.11
  • Purity≥97%
  • MDL No.MFCD18383804

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

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0089499

Structure of 1220219-22-6

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General Information

  • CAS No. 1220219-22-6
  • Cat. No. CS-0089499
  • Purity ≥97%
  • MDL No. MFCD18383804
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BNO₃
  • Molecular Weight 259.11
  • Synonym(s) 3-Cyano-4-methoxyphenylboronic acid pinacol ester
  • SMILES CC(O1)(C)C(C)(C)OB1C2=CC(C#N)=C(OC)C=C2

Description

This boronate ester features a methoxy-substituted benzonitrile core with a tetramethyl-1,3,2-dioxaborolane group enabling reliable Suzuki-Miyaura cross-coupling. The electron-rich aryl moiety enhances reactivity, while the sterically protected boronate ensures stability under standard conditions. Ideal for constructing complex heterocycles and conjugated systems in synthetic organic chemistry workflows.

Application

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables reliable C–C bond formation under mild conditions, while the methoxy and nitrile substituents provide orthogonal functionality and enhanced solubility. Bench-stable and easily purified, it facilitates efficient construction of substituted aryl scaffolds in medicinal chemistry and materials science applications.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   51.48
  • LogP   1.86608
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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