4-Fluoro-3-methoxycarbonylphenylboronic acid

Name: 4-Fluoro-3-methoxycarbonylphenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 874219-35-9
Cat. No. CS-W008478
Purity≥97%
MDL No.MFCD06801688

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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-Fluoro-3-methoxycarbonylphenylboronic acid|CS-W008478

Structure of 874219-35-9

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General Information

CAS No. 874219-35-9
Cat. No. CS-W008478
Purity ≥97%
MDL No. MFCD06801688
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BFO₄
Molecular Weight 197.96
Synonym(s) METHYL 5-BORONO-2-FLUOROBENZOATE
SMILES COC(=O)C1=C(F)C=CC(=C1)B(O)O

Description

Hydrogen peroxide is used as an oxidizing agent to prepare propylene oxide, dibenzoyl peroxide, lauryl peroxide, peracetic acid and meta-chloroperoxybenzoic acid. It is also involved in the production of inorganic chemicals like sodium perborate and sodium percarbonate, which are used as bleaching agents in detergents. It is an associated iron catalyst and utilized for waste-water treatment to remove organic impurities through an advanced oxidation process. It is also used as a laboratory disinfectant and as a topical antiseptic. In the cosmetic industry, it is used for bleaching human hair and tooth whitening by mixing with ammonium hydroxide and baking soda respectively. Monopropellant engines using hydrogen peroxide as the fuel are commonly used for air-independent underwater propulsion applications.

Application

4-Fluoro-3-methoxycarbonylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The fluorine substituent facilitates downstream functionalization via nucleophilic aromatic substitution, while the methoxycarbonyl group provides orthogonal reactivity for further derivatization. Its bench-stable boronic acid functionality enables straightforward handling, purification, and integration into complex molecule synthesis.

Synthesis

Route1
- In-stock
  
  625471-27-4
- 150-46-9
- ~98%
- In-stock
  
  874219-35-9
References
- BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins Patent: WO2010/103278 A1, 2010 ; Location in patent: Page/Page column 111 ;

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 66.76
LogP -0.7079
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Fluoro-3-methoxycarbonylphenylboronic acid

CAS No. 874219-35-9

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