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CS-W001157 4
Total: USD 88.00

9-Phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

  • CAS No. 1126522-69-7

  • Cat. No. CS-W000857
  • Purity≥96%
  • MDL No.MFCD16621140
  • 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.

9-Phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole|CS-W000857

Structure of 1126522-69-7

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Description

9-Phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is a bench-stable boronate ester featuring a carbazole core with a phenyl substituent at the 9-position and a tetramethyl-substituted dioxaborolane group at the 3-position. This structure enables efficient coupling in Suzuki-Miyaura reactions, facilitating the construction of complex biaryl architectures under mild conditions. The sterically protected boron moiety enhances stability during storage and handling, while maintaining high reactivity in cross-coupling processes. Ideal for synthesizing conjugated materials and functionalized heterocycles in pharmaceutical and materials science applications.

Application

9-Phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The carbazole core provides a rigid, electron-rich scaffold with established utility in optoelectronic materials and pharmaceutical intermediates. The pinacol boronate group enables high stability, excellent functional group tolerance, and straightforward purification, facilitating efficient C–C bond formation under mild reaction conditions.

General Information

  • CAS No. 1126522-69-7
  • Cat. No. CS-W000857
  • Purity ≥96%
  • MDL No. MFCD16621140
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₄BNO₂
  • Molecular Weight 369.26
  • Synonym(s) 9-Phenylcarbazole-3-boronic Acid Pinacol Ester
  • SMILES CC(C(C)(O1)C)(OB1C2=CC(C3=CC=CC=C3N4C5=CC=CC=C5)=C4C=C2)C

Computational Chemistry Data

  • TPSA   23.39
  • LogP   5.0829
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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

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