4-(2-Methoxyethoxy)benzeneboronic acid

Name: 4-(2-Methoxyethoxy)benzeneboronic acid
Brand: ChemScene
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CAS No. 265664-52-6
Cat. No. CS-W003087
Purity≥95%
MDL No.MFCD03452784

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4-(2-Methoxyethoxy)benzeneboronic acid|CS-W003087

Structure of 265664-52-6

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General Information

CAS No. 265664-52-6
Cat. No. CS-W003087
Purity ≥95%
MDL No. MFCD03452784
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃BO₄
Molecular Weight 196.01
Synonym(s) (4-(2-Methoxyethoxy)phenyl)boronic acid
SMILES COCCOC1=CC=C(B(O)O)C=C1

Description

This boronate moiety integrates a methoxyethoxy solubilizing group, enhancing aqueous dispersibility while maintaining stability under standard handling conditions. The para-substituted phenylboronic acid scaffold enables efficient coupling in Suzuki-Miyaura reactions, delivering high yields with minimal byproduct formation.

Application

4-(2-Methoxyethoxy)benzeneboronic acid serves as a stable, bench-ready boronic acid building block for Suzuki-Miyaura cross-coupling reactions. Its electron-rich aryl group and polar ether side chain enhance solubility and functional group tolerance, facilitating efficient coupling with aryl halides and triflates. The methoxyethoxy substituent improves stability during storage and purification, making it well-suited for iterative synthesis of complex biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

Route1
- 106-41-2
- ~%
- In-stock
  
  265664-52-6
References
- Seto, Masaki; Aramaki, Yoshio; Okawa, Tomohiro; Miyamoto, Naoki; Aikawa, Katsuji; Kanzaki, Naoyuki; Niwa, Shin-Ichi; Iizawa, Yuji; Baba, Masanori; Shiraishi, Mitsuru Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 5 p. 577 - 590
Route2
- In-stock
  
  39255-23-7
- ~%
- In-stock
  
  265664-52-6
References
- Seto, Masaki; Aramaki, Yoshio; Okawa, Tomohiro; Miyamoto, Naoki; Aikawa, Katsuji; Kanzaki, Naoyuki; Niwa, Shin-Ichi; Iizawa, Yuji; Baba, Masanori; Shiraishi, Mitsuru Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 5 p. 577 - 590

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 58.92
LogP -0.6084
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

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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4-(2-Methoxyethoxy)benzeneboronic acid

CAS No. 265664-52-6

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