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

  • CAS No. 1029438-23-0

  • Cat. No. CS-0059907
  • Purity≥96%
  • MDL No.MFCD22493520

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiol|CS-0059907

Structure of 1029438-23-0

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General Information

  • CAS No. 1029438-23-0
  • Cat. No. CS-0059907
  • Purity ≥96%
  • MDL No. MFCD22493520
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇BO₂S
  • Molecular Weight 236.14
  • Synonym(s) None
  • SMILES C=1(C=CC(=CC1)B2OC(C(O2)(C)C)(C)C)S

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiol integrates a boronate ester with a thiol group, enabling efficient Suzuki-Miyaura coupling and site-specific conjugation. The tetramethyl-substituted dioxaborolane enhances stability and reactivity under standard conditions. This bifunctional scaffold supports modular synthesis in medicinal chemistry and materials science.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiol serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The thiol group enables orthogonal functionalization and facilitates conjugation in bioconjugate chemistry, while the tetramethylboronate moiety ensures high reactivity under mild conditions. Its robustness, ease of purification, and compatibility with diverse reaction partners make it a practical choice for constructing aryl-thioether linkages in medicinal chemistry and materials synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.2745
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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