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

  • CAS No. 1310384-98-5

  • Cat. No. CS-0173549
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD09837621

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

2-(3-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0173549

Structure of 1310384-98-5

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General Information

  • CAS No. 1310384-98-5
  • Cat. No. CS-0173549
  • Purity ≥97%
  • MDL No. MFCD09837621
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇BO₃S
  • Molecular Weight None
  • Synonym(s) 4,4,5,5-Tetramethyl-2-(3-methoxy-2-thienyl)-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(C2=C(OC)C=CS2)O1

Description

This boronate ester features a methoxythiophene moiety linked to a tetramethyl-1,3,2-dioxaborolane ring, enabling stable coupling in Suzuki-Miyaura reactions. The electron-rich thiophene unit enhances reactivity, while the sterically protected boron group ensures shelf stability and minimal protodeboronation under standard conditions.

Application

2-(3-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The thiophene core enables efficient access to functionalized heteroaromatic scaffolds, while the tetramethyl-substituted dioxaborolane enhances air stability and simplifies purification. Its methoxy group provides a polar handle for downstream modification and improves solubility in common reaction media.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   2.0559
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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