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

  • CAS No. 949892-14-2

  • Cat. No. CS-0368317
  • Purity≥98%
  • MDL No.MFCD18732769

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

3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0368317

Structure of 949892-14-2

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General Information

  • CAS No. 949892-14-2
  • Cat. No. CS-0368317
  • Purity ≥98%
  • MDL No. MFCD18732769
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BNO₃
  • Molecular Weight 259.11
  • Synonym(s) None
  • SMILES N#CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C(OC)=C1

Description

This boronate ester features a methoxy-substituted aromatic core paired with a para-cyano group, enabling efficient Suzuki-Miyaura coupling. The tetramethyl-1,3,2-dioxaborolan-2-yl moiety ensures excellent stability and compatibility under standard reaction conditions.

Application

3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The pinacol boronate ester group enables stable, air-tolerant handling and broad functional group compatibility, while the methoxy and nitrile substituents provide orthogonal reactivity for downstream modifications. This compound facilitates efficient construction of biaryl and heteroaryl 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+P364

Quality Control

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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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