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CS-W001157 4
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4,4,5,5-Tetramethyl-2-(3-(methylsulfonyl)phenyl)-1,3,2-dioxaborolane

  • CAS No. 1001185-88-1

  • Cat. No. CS-0039299
  • Purity≥97%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-(3-(methylsulfonyl)phenyl)-1,3,2-dioxaborolane|CS-0039299

Structure of 1001185-88-1

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General Information

  • CAS No. 1001185-88-1
  • Cat. No. CS-0039299
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BO₄S
  • Molecular Weight 282.16
  • Synonym(s) 3-(Methylsulfonyl)phenylboronic Acid Pinacol Ester
  • SMILES O=S(C1=CC(B2OC(C)(C)C(C)(C)O2)=CC=C1)(C)=O

Description

This boronate ester features a methylsulfonyl-substituted phenyl group, enhancing solubility and stability under standard conditions. The tetramethylcyclopentadienone core provides excellent shelf life and reactivity in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation with aryl halides.

Application

4,4,5,5-Tetramethyl-2-(3-(methylsulfonyl)phenyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The methylsulfonyl group enhances solubility and provides orthogonal functionality for further derivatization. Its tetramethyl substitution ensures high chemical stability and resistance to protodeboronation, enabling reliable coupling with diverse aryl and vinyl halides under standard conditions. This reagent facilitates efficient access to biaryl scaffolds prevalent in pharmaceutical intermediates and functional materials.

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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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.3893
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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