2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Name: 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Brand: ChemScene
Availability: InStock
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CAS No. 1029439-83-5
Cat. No. CS-0088585
Molecule weight256.05
Purity≥97%
MDL No.MFCD16996286

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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+
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2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0088585

Structure of 1029439-83-5

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General Information

CAS No. 1029439-83-5
Cat. No. CS-0088585
Purity ≥97%
MDL No. MFCD16996286
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅BF₂O₃
Molecular Weight 256.05
Synonym(s) 3,5-Difluoro-4-hydroxybenzeneboronic acid pinacol ester
SMILES CC(O1)(C)C(C)(C)OB1C2=CC(F)=C(O)C(F)=C2

Description

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol features a boronate ester group flanked by two fluorine atoms at the 2 and 6 positions, enhancing stability and reactivity in Suzuki-Miyaura coupling. This bench-stable arylboron reagent integrates readily into complex molecular architectures, enabling efficient C–C bond formation under mild conditions.

Application

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluorophenyl moiety enhances metabolic stability and modulates electronic properties, while the pinacol boronate group ensures excellent bench stability, ease of handling, and compatibility with a broad range of coupling partners. Its ortho-fluorine substituents enable selective functionalization in complex molecule synthesis, making it a valuable scaffold for pharmaceutical and agrochemical discovery.

Synthesis

Route1
- In-stock
  
  73183-34-3
- In-stock
  
  104197-13-9
- ~%
- In-stock
  
  1029439-83-5
References
- Mita, Yusuke; Noguchi-Yachide, Tomomi; Ishikawa, Minoru; Hashimoto, Yuichi Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 3 p. 608 - 617
Route2
- In-stock
  
  28177-48-2
- ~%
- In-stock
  
  1029439-83-5
References
- Mita, Yusuke; Noguchi-Yachide, Tomomi; Ishikawa, Minoru; Hashimoto, Yuichi Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 3 p. 608 - 617

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.69
LogP 1.9696
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

CAS No. 1029439-83-5

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