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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

  • CAS No. 171364-82-2

  • Cat. No. CS-0030567
  • Purity≥98%
  • MDL No.MFCD03093897
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0030567

Structure of 171364-82-2

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Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile features a boronate ester group paired with a para-cyano substituent, enabling efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety ensures excellent stability and moisture tolerance under standard conditions. This combination delivers reliable coupling performance in complex molecule synthesis.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a robust boronate building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The tetramethyl-substituted dioxaborolane moiety ensures excellent stability, ease of handling, and compatibility with diverse functional groups. Its nitrile substituent provides a versatile handle for downstream transformations, making it a practical choice for constructing biaryl scaffolds and complex heterocycles in medicinal chemistry and materials science applications.

General Information

  • CAS No. 171364-82-2
  • Cat. No. CS-0030567
  • Purity ≥98%
  • MDL No. MFCD03093897
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BNO₂
  • Molecular Weight 229.08
  • Synonym(s) 4-Cyanophenylboronic Acid Pinacol Ester
  • SMILES N#CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1

Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.85748
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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