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6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-carboxylic acid

  • CAS No. 1426082-97-4

  • Cat. No. CS-0177539
  • Purity≥98%
  • MDL No.None

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

6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-carboxylic acid|CS-0177539

Structure of 1426082-97-4

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General Information

  • CAS No. 1426082-97-4
  • Cat. No. CS-0177539
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₉BO₄
  • Molecular Weight 298.14
  • Synonym(s) 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthoic acid
  • SMILES O=C(C1=CC=C2C=C(B3OC(C)(C)C(C)(C)O3)C=CC2=C1)O

Description

6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-carboxylic acid features a boronate handle paired with a naphthalene-based carboxylic acid scaffold, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent integrates seamlessly into complex molecular architectures where rigid aromatic systems and functional group compatibility are critical.

Application

6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-2-carboxylic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The naphthalene scaffold provides rigidity and π-conjugation, while the carboxylic acid functionality enables further derivatization via amide or ester formation. Bench-stable and compatible with diverse reaction conditions, it facilitates efficient construction of biaryl and heterocyclic frameworks 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   2.8372
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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