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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol

  • CAS No. 2043962-01-0

  • Cat. No. CS-0135178
  • Purity≥97%
  • MDL No.None

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol|CS-0135178

Structure of 2043962-01-0

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General Information

  • CAS No. 2043962-01-0
  • Cat. No. CS-0135178
  • Purity ≥97%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₉BO₃
  • Molecular Weight 270.13
  • Synonym(s) 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthol
  • SMILES OC1=CC(B2OC(C)(C)C(C)(C)O2)=C3C=CC=CC3=C1

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol features a boronate ester group attached to a naphthalene scaffold bearing a phenolic hydroxyl. This configuration enables direct coupling in Suzuki-Miyaura reactions with high functional group tolerance and stability under standard conditions. The tetramethyl-substituted dioxaborolane enhances shelf life and minimizes protodeboronation.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The naphthol functionality enables direct C–O bond formation and facilitates downstream derivatization, while the stable tetramethylboronate group ensures excellent bench handling, air tolerance, and compatibility with diverse reaction conditions. Functions effectively in both small-molecule synthesis and functionalized heterocycle construction.

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   38.69
  • LogP   2.8446
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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