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3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

  • CAS No. 1029439-70-0

  • Cat. No. CS-0089481
  • Purity≥97%
  • MDL No.MFCD16994424

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

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0089481

Structure of 1029439-70-0

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General Information

  • CAS No. 1029439-70-0
  • Cat. No. CS-0089481
  • Purity ≥97%
  • MDL No. MFCD16994424
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BClO₃
  • Molecular Weight 254.52
  • Synonym(s) phenol,3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
  • SMILES CC(O1)(C)C(C)(C)OB1C2=C(Cl)C=C(O)C=C2

Description

This boronate ester features a phenolic hydroxyl group flanked by a chloro substituent, enabling direct functionalization via palladium-catalyzed cross-coupling. The tetramethyl-substituted dioxaborolane moiety ensures high stability and compatibility with diverse reaction conditions.

Application

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The phenolic hydroxyl group enables direct functionalization or derivatization, while the boronate ester moiety offers excellent stability, ease of handling, and compatibility with a broad range of coupling partners. Its ortho-chloro substituent provides a site for further diversification via palladium-catalyzed transformations, making it a valuable scaffold 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   2.3448
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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