(4-Formyl-2-methoxyphenyl)boronic acid

Name: (4-Formyl-2-methoxyphenyl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1028479-47-1
Cat. No. CS-0042887
Purity≥97%
MDL No.MFCD11856026

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(4-Formyl-2-methoxyphenyl)boronic acid|CS-0042887

Structure of 1028479-47-1

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General Information

CAS No. 1028479-47-1
Cat. No. CS-0042887
Purity ≥97%
MDL No. MFCD11856026
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉BO₄
Molecular Weight None
Synonym(s) 4-formyl-2-methoxyphenylboronicacid
SMILES COC1=CC(C=O)=CC=C1B(O)O

Description

This boronic acid features a formyl group ortho to the boronate, enabling direct coupling in Suzuki-Miyaura reactions. The methoxy substituent enhances solubility and stabilizes the boronate under standard conditions. Designed for efficient integration into complex molecular architectures.

Application

(4-Formyl-2-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling the efficient construction of biaryl scaffolds. Its orthogonal functionalization profile—combining a boronic acid for cross-coupling and an aldehyde for derivatization—facilitates modular synthesis of complex phenolic architectures. The methoxy group enhances solubility and modulates electronic properties, while the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  95970-08-4
- 68-12-2
- ~65%
- In-stock
  
  1028479-47-1
References
- Kurach, Pawel; Lulinski, Sergiusz; Serwatowski, Janusz European Journal of Organic Chemistry, 2008 , # 18 p. 3171 - 3178
Route2
- 1262422-38-7
- ~55%
- In-stock
  
  1028479-47-1
References
- Speicher, Andreas; Groh, Matthias; Hennrich, Markus; Huynh, Anh-Minh European Journal of Organic Chemistry, 2010 , # 35 p. 6760 - 6778

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

Quality Control

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Computational Chemistry Data

TPSA 66.76
LogP -0.8125
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4-Formyl-2-methoxyphenyl)boronic acid

CAS No. 1028479-47-1

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