2,4,6-Trifluorophenylboronic acid

Name: 2,4,6-Trifluorophenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 182482-25-3
Cat. No. CS-0007600
Molecule weightNone
Purity≥95%
MDL No.MFCD01863169

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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+
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2,4,6-Trifluorophenylboronic acid|CS-0007600

Structure of 182482-25-3

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General Information

CAS No. 182482-25-3
Cat. No. CS-0007600
Purity ≥95%
MDL No. MFCD01863169
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BF₃O₂
Molecular Weight None
Synonym(s) 2,4,6-Trifluorophenylboronicacid
SMILES FC1=C(B(O)O)C(F)=CC(F)=C1

Description

2,4,6-Trifluorophenylboronic acid features a highly electron-deficient aromatic ring stabilized by three fluorine substituents, enabling efficient coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates readily into complex molecule synthesis, offering predictable regioselectivity and enhanced reactivity under standard conditions.

Application

2,4,6-Trifluorophenylboronic acid serves as a robust building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its electron-deficient aryl boronic acid functionality enhances reactivity while maintaining excellent bench stability and ease of purification. The trifluorophenyl motif provides orthogonal functional group tolerance and is widely employed in the synthesis of fluorinated heterocycles and bioactive molecules relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  2367-76-2
- ~%
- In-stock
  
  182482-25-3
References
- Journal of Organometallic Chemistry, , vol. 598, # 1 p. 127 - 135
Route2
- 121-43-7
- In-stock
  
  2367-76-2
- ~64%
- In-stock
  
  182482-25-3
References
- Frohn; Adonin; Bardin; Starichenko Zeitschrift fur Anorganische und Allgemeine Chemie, 2002 , vol. 628, # 13 p. 2827 - 2833

Safety Information

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Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 40.46
LogP -0.2163
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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2,4,6-Trifluorophenylboronic acid

CAS No. 182482-25-3

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