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

  • CAS No. 165904-29-0

  • Cat. No. CS-0565922
  • Purity≥98%
  • MDL No.MFCD16996229

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

2-(3-Methoxyprop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0565922

Structure of 165904-29-0

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General Information

  • CAS No. 165904-29-0
  • Cat. No. CS-0565922
  • Purity ≥98%
  • MDL No. MFCD16996229
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉BO₃
  • Molecular Weight 198.07
  • Synonym(s) None
  • SMILES CC1(C)OB(C(COC)=C)OC1(C)C

Description

This boronate ester features a methoxy-substituted propenyl group that enhances reactivity in Suzuki-Miyaura coupling reactions. The tetramethyl-1,3,2-dioxaborolane core provides exceptional stability and moisture tolerance under standard conditions.

Application

2-(3-Methoxyprop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its vinyl-bearing structure enables efficient coupling with aryl and heteroaryl halides, while the methoxy group provides modest electronic modulation and enhances solubility. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf stability and compatibility with diverse reaction conditions, facilitating straightforward purification and integration into complex molecule 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   1.8204
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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