2-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol

Name: 2-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol
Brand: ChemScene
Availability: InStock
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CAS No. 651030-56-7
Cat. No. CS-W006469
Purity≥97%
MDL No.MFCD18733920

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2-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol|CS-W006469

Structure of 651030-56-7

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General Information

CAS No. 651030-56-7
Cat. No. CS-W006469
Purity ≥97%
MDL No. MFCD18733920
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₁BO₃
Molecular Weight 248.13
Synonym(s) 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneethanol
SMILES CC1(C)OB(OC1(C)C)C1=CC=CC(CCO)=C1

Description

This boronate-functionalized ethanol derivative integrates a stable tetramethylboronate group with a pendant hydroxyl, enabling efficient Suzuki-Miyaura cross-coupling under standard conditions. The para-substituted aryl scaffold facilitates selective reaction pathways in synthetic sequences.

Application

2-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stable tetramethylboronate group enables efficient C–C bond formation under mild conditions, while the pendant ethylene glycol handle provides solubility and facilitates purification. The molecule exhibits excellent bench stability and functional group tolerance, making it ideal for constructing complex aryl-containing scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  28229-69-8
- In-stock
  
  73183-34-3
- ~91%
- In-stock
  
  651030-56-7
References
- CHROMA THERAPEUTICS LTD; DAVIES, Stephen John; PINTAT, Stéphane; NORTH, Carl Leslie; MOFFAT, David Festus Charles Patent: WO2014/1802 A1, 2014 ; Location in patent: Page/Page column 41; 42 ;

Safety Information

Download SDS

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 38.69
LogP 1.5206
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanol

CAS No. 651030-56-7

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