(4-Hydroxy-3-methoxyphenyl)boronic acid

Name: (4-Hydroxy-3-methoxyphenyl)boronic acid
Brand: ChemScene
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CAS No. 182344-21-4
Cat. No. CS-0044961
Molecule weight167.95
Purity≥96%
MDL No.MFCD18397223

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(4-Hydroxy-3-methoxyphenyl)boronic acid|CS-0044961

Structure of 182344-21-4

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General Information

CAS No. 182344-21-4
Cat. No. CS-0044961
Purity ≥96%
MDL No. MFCD18397223
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BO₄
Molecular Weight 167.95
Synonym(s) Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI)
SMILES OB(C1=CC=C(O)C(OC)=C1)O

Description

This boronic acid features a catechol-like scaffold with orthogonal functional groups, enabling selective coupling in Suzuki-Miyaura reactions. The hydroxyl and methoxy substituents enhance solubility and stabilize the boronate under ambient conditions, while the para-arranged oxygen donors facilitate efficient transmetalation.

Application

(4-Hydroxy-3-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its phenolic and methoxy functionalities provide orthogonal reactivity and enhanced solubility, while the boronic acid group offers good bench stability and compatibility with diverse reaction partners. Ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science workflows.

Synthesis

Route1
- 864757-97-1
- ~%
- In-stock
  
  182344-21-4
References
- Kishida, Masashi; Akita, Hiroyuki Tetrahedron, 2005 , vol. 61, # 44 p. 10559 - 10568
Route2
- In-stock
  
  7368-78-7
- ~%
- In-stock
  
  182344-21-4
References
- Kishida, Masashi; Akita, Hiroyuki Tetrahedron, 2005 , vol. 61, # 44 p. 10559 - 10568

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 69.92
LogP -0.9194
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 2

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-Hydroxy-3-methoxyphenyl)boronic acid

CAS No. 182344-21-4

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