2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 879275-72-6
Cat. No. CS-0102548
Purity≥96%
MDL No.MFCD16996279

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0102548

Structure of 879275-72-6

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General Information

CAS No. 879275-72-6
Cat. No. CS-0102548
Purity ≥96%
MDL No. MFCD16996279
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BF₂O₂
Molecular Weight 254.09
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2C(F)F)O1

Description

This boronate reagent features a difluoromethyl-substituted phenyl group coupled with a stable tetramethyl-1,3,2-dioxaborolane ring. It enables efficient Suzuki-Miyaura couplings under mild conditions, delivering high yields in C–C bond formation. The fluorinated aryl moiety enhances metabolic stability and modulates electronic properties. This bench-stable compound integrates readily into complex molecule synthesis workflows.

Application

This boronate ester serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation with aryl and heteroaryl halides. The difluoromethylphenyl moiety provides enhanced metabolic stability and modulates electronic properties, while the tetramethyl-substituted dioxaborolane ensures excellent bench stability, ease of handling, and compatibility with standard Suzuki-Miyaura conditions. Its robust functional group tolerance facilitates integration into complex molecular architectures common in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  845866-82-2
- 61676-62-8
- ~57%
- In-stock
  
  879275-72-6
References
- Wilson, Dean; Fanning, Lev T.D.; Krenitsky, Paul; Termin, Andreas; Joshi, Pramod; Sheth, Urvi Patent: US2008/167305 A1, 2008 ; Location in patent: Page/Page column 56 ;
Route2
- In-stock
  
  845866-82-2
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  879275-72-6
References
- PFIZER LIMITED Patent: WO2008/135826 A2, 2008 ; Location in patent: Page/Page column 157 ; WO 2008/135826 A2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 18.46
LogP 2.9234
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

879275-72-6 sigma879275-72-6 manufacturer879275-72-6 price879275-72-6 structure879275-72-6 SDSbuy 879275-72-6879275-72-6 supplier879275-72-6 uses879275-72-6 molecular weightprice of 879275-72-6879275-72-6 chemical name formula of 879275-72-6

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2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 879275-72-6

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