(2-Fluoro-4-(trifluoromethoxy)phenyl)boronic acid

Name: (2-Fluoro-4-(trifluoromethoxy)phenyl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 503309-10-2
Cat. No. CS-0084811
Purity≥98%
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+
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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(2-Fluoro-4-(trifluoromethoxy)phenyl)boronic acid|CS-0084811

Structure of 503309-10-2

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General Information

CAS No. 503309-10-2
Cat. No. CS-0084811
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BF₄O₃
Molecular Weight 223.92
Synonym(s) 2-FLUORO-4-TRIFLUOROMETHOXYBENZENEBORONIC ACID
SMILES OB(C1=CC=C(OC(F)(F)F)C=C1F)O

Description

This boronic acid features a fluorinated aryl moiety paired with a trifluoromethoxy group, delivering enhanced stability and electron-deficient character. It integrates efficiently into Suzuki-Miyaura cross-coupling reactions under standard conditions, enabling rapid access to complex fluorinated biaryls for medicinal chemistry and materials science applications.

Application

(2-Fluoro-4-(trifluoromethoxy)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced metabolic stability. Its trifluoromethoxy group imparts favorable electronic and lipophilic properties, while the boronic acid functionality offers excellent bench stability and compatibility with diverse reaction conditions. The ortho-fluoro substituent provides potential for downstream functionalization via nucleophilic aromatic substitution or transition-metal-catalyzed coupling. This compound is particularly valuable in medicinal chemistry campaigns targeting CNS and oncology therapeutics.

Synthesis

Route1
- In-stock
  
  168971-68-4
- 5419-55-6
- ~41%
- In-stock
  
  503309-10-2
References
- Hegde, Vidyadhar Babu; Bis, Scott Jerome; Yap, Maurice Chee Hoong; Perreault, Denise Marie; Tisdell, Francis Eugene; Dintenfass, Leonard Paul; Dripps, James Edwin; Gifford, James Michael; Guenthenspberger, Katherine Anne; Karr, Laura Lee; Schoonover, Joe Raymond Patent: US2003/134748 A1, 2003 ;
Route2
- In-stock
  
  168971-68-4
- ~76%
- In-stock
  
  503309-10-2
References
- Kmentova, Iveta; Sutherland, Hamish S.; Palmer, Brian D.; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A.; Thompson, Andrew M. Journal of Medicinal Chemistry, 2010 , vol. 53, # 23 p. 8421 - 8439

Safety Information

Download SDS

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-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 49.69
LogP 0.4041
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

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(2-Fluoro-4-(trifluoromethoxy)phenyl)boronic acid

CAS No. 503309-10-2

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