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CS-W001157 4
Total: USD 88.00

2-(8-Chloronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 2454397-84-1

  • Cat. No. CS-0120530
  • Purity≥95%
  • MDL No.None
  • 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.

2-(8-Chloronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0120530

Structure of 2454397-84-1

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Description

This boronate ester features a sterically shielded tetramethyl-1,3,2-dioxaborolane ring paired with an electron-deficient 8-chloronaphthalene moiety. It enables efficient cross-coupling under standard conditions, delivering high yields in Suzuki-Miyaura reactions. The bench-stable, moisture-tolerant structure simplifies handling and storage in synthetic workflows.

Application

2-(8-Chloronaphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The 8-chloronaphthalene moiety enables efficient C–C bond formation with diverse aryl and heteroaryl halides, facilitating the construction of biaryl scaffolds common in pharmaceutical and materials chemistry. Its tetramethyl-substituted dioxaborolane ring ensures excellent shelf stability, minimal protodeboronation, and compatibility with aqueous workups, simplifying purification and enhancing reproducibility in iterative synthesis workflows.

General Information

  • CAS No. 2454397-84-1
  • Cat. No. CS-0120530
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₈BClO₂
  • Molecular Weight 288.58
  • Synonym(s) 8-Chloronaphthalene-1-boronic Acid Pinacol Ester
  • SMILES ClC1=C2C(C=CC=C2B3OC(C)(C(C)(O3)C)C)=CC=C1

Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.7924
  • H_Acceptors   2
  • 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-P280-P302+P352

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