3,5-Difluoro-2-methoxybenzeneboronic acid

Name: 3,5-Difluoro-2-methoxybenzeneboronic acid
Brand: ChemScene
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CAS No. 737000-76-9
Cat. No. CS-0139537
Purity≥97%
MDL No.None

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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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3,5-Difluoro-2-methoxybenzeneboronic acid|CS-0139537

Structure of 737000-76-9

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General Information

CAS No. 737000-76-9
Cat. No. CS-0139537
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BF₂O₃
Molecular Weight 187.94
Synonym(s) 3,5-Difluoro-2-methoxyphenylboronic acid
SMILES OB(C1=CC(F)=CC(F)=C1OC)O

Description

3,5-Difluoro-2-methoxybenzeneboronic acid features a boronate moiety flanked by two fluorine atoms and a methoxy group, enabling efficient Suzuki-Miyaura coupling under mild conditions. This electron-deficient arylboronic acid exhibits enhanced stability and solubility in polar solvents, facilitating reliable cross-coupling reactions in complex molecule synthesis.

Application

3,5-Difluoro-2-methoxybenzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced metabolic stability. The ortho-methoxy group provides steric and electronic modulation, while the difluoro substitution enhances both solubility and resistance to protodeboronation. Bench-stable and readily purified by recrystallization, it functions reliably in diverse reaction conditions, facilitating access to complex aromatic architectures common in pharmaceutical discovery.

Synthesis

Route1
- In-stock
  
  202865-59-6
- ~%
- In-stock
  
  737000-76-9
References
- Jones, Lyn H.; Randall, Amy; Barba, Oscar; Selby, Matthew D. Organic and Biomolecular Chemistry, 2007 , vol. 5, # 21 p. 3431 - 3433

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 : H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 49.69
LogP -0.3468
H_Acceptors 3
H_Donors 2
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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3,5-Difluoro-2-methoxybenzeneboronic acid

CAS No. 737000-76-9

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