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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

  • CAS No. 936902-12-4

  • Cat. No. CS-W004928
  • Purity≥96%
  • MDL No.MFCD13181968

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole|CS-W004928

Structure of 936902-12-4

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General Information

  • CAS No. 936902-12-4
  • Cat. No. CS-W004928
  • Purity ≥96%
  • MDL No. MFCD13181968
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BNO₃
  • Molecular Weight 245.09
  • Synonym(s) Benzoxazole-5-boronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(OC=N3)C3=C2)O1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole features a boronate ester group flanked by electron-rich dioxolane rings, enabling stable coupling in Suzuki-Miyaura reactions. The benzo[d]oxazole core provides rigidity and enhanced thermal resilience, facilitating efficient C–C bond formation under standard conditions. This compound integrates seamlessly into complex heterocyclic scaffolds for medicinal chemistry and materials applications.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable reliable C–C bond formation in complex molecule synthesis. The benzo[d]oxazole core provides a rigid, electron-deficient heterocyclic scaffold valuable in medicinal chemistry and materials science applications.

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   44.49
  • LogP   2.127
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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