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CS-W001157 4
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2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

  • CAS No. 1214264-88-6

  • Cat. No. CS-0153880
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD27980593

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine|CS-0153880

Structure of 1214264-88-6

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General Information

  • CAS No. 1214264-88-6
  • Cat. No. CS-0153880
  • Purity ≥96%
  • MDL No. MFCD27980593
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₀B₂N₂O₂
  • Molecular Weight None
  • Synonym(s) 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,4-diaza-3-boratricyclo-[7.3.1.0 {5,13}]trideca-1(13),5,7,9,11- pentaene
  • SMILES CC1(C)C(C)(C)OB(B2NC3=CC=CC4=C3C(=CC=C4)N2)O1

Description

This boronate-functionalized naphthodiazaborinine integrates a stable tetramethylborolane moiety, enabling efficient Suzuki-Miyaura cross-coupling under mild conditions. The fused heterocyclic scaffold enhances electronic stability and facilitates selective functionalization in complex molecular architectures.

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety enables efficient C–C bond formation under mild conditions, while the fused diazaborinine scaffold provides enhanced thermal stability and compatibility with diverse functional groups. This reagent facilitates the construction of complex polycyclic architectures commonly found in pharmaceutical and materials chemistry 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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   42.52
  • LogP   3.336
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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