2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane

Name: 2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 448-59-9
Cat. No. CS-0175156
Purity≥97%
MDL No.None

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2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane|CS-0175156

Structure of 448-59-9

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General Information

CAS No. 448-59-9
Cat. No. CS-0175156
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₂B₃F₃O₃
Molecular Weight 365.71
Synonym(s) Tris(4-fluorophenyl)cyclotriboroxane
SMILES FC1=CC=C(B2OB(OB(O2)C3=CC=C(F)C=C3)C4=CC=C(F)C=C4)C=C1

Description

This tris(4-fluorophenyl)boronate integrates electron-deficient aryl groups that enhance stability and reactivity in cross-coupling processes. The trioxatriborinane core enables efficient Suzuki-Miyaura coupling under mild conditions, offering reliable performance in complex molecular architectures.

Application

2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane serves as a stable, bench-ready boron source for Suzuki-Miyaura cross-coupling reactions. Its trisubstituted arylboronate architecture enables efficient C–C bond formation with aryl halides under mild conditions, offering excellent functional group tolerance and predictable reactivity. The molecule’s structural rigidity enhances shelf stability and simplifies purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1765-93-1
- ~40%
- In-stock
  
  448-59-9
References
- Frohn; Adonin; Bardin; Starichenko Zeitschrift fur Anorganische und Allgemeine Chemie, 2002 , vol. 628, # 13 p. 2827 - 2833
Route2
- In-stock
  
  688-74-4
- 352-13-6
- ~%
- In-stock
  
  448-59-9
References
- Bettman, B.; Branch, G. E. K.; Yabroff, D. L. Journal of the American Chemical Society, 1934 , vol. 56, p. 1865 - 1870 Full Text View citing articles Show Details Gmelin Handbook: B: B-Verb.13, 4.7.2.4, page 203 - 209
Route3
- 121-43-7
- 460-00-4
- ~%
- In-stock
  
  1765-93-1
- In-stock
  
  448-59-9
References
- Frohn; Adonin; Bardin; Starichenko Zeitschrift fur Anorganische und Allgemeine Chemie, 2002 , vol. 628, # 13 p. 2827 - 2833

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 27.69
LogP 1.6533
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane

CAS No. 448-59-9

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