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

Name: 2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 760990-08-7
Cat. No. CS-0041658
Purity≥96%
MDL No.None

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2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0041658

Structure of 760990-08-7

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General Information

CAS No. 760990-08-7
Cat. No. CS-0041658
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BFO₃
Molecular Weight 238.06
Synonym(s) None
SMILES OC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1F

Description

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol features a boronate ester group flanked by a fluorinated aryl moiety, enabling efficient Suzuki-Miyaura coupling under standard conditions. This bench-stable reagent integrates readily into complex molecular architectures, offering precise control over regioselective C–C bond formation in synthetic and medicinal chemistry workflows.

Application

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The phenolic hydroxyl group enables direct functionalization or derivatization, while the pinacol borane moiety provides excellent stability, ease of handling, and compatibility with a broad range of reaction conditions. This reagent facilitates efficient C–C bond formation in the synthesis of biaryl scaffolds, particularly valuable in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  2105-94-4
- 25015-63-8
- ~%
- In-stock
  
  760990-08-7
References
- INFINITY DISCOVERY, INC. Patent: WO2008/63300 A2, 2008 ; Location in patent: Page/Page column 198 ; WO 2008/063300 A2
Route2
- In-stock
  
  2105-94-4
- In-stock
  
  73183-34-3
- ~88%
- In-stock
  
  760990-08-7
References
- AstraZeneca AB Patent: US2010/324068 A1, 2010 ; Location in patent: Page/Page column 30 ;
Route3
- In-stock
  
  2105-94-4
- 61676-62-8
- ~52%
- In-stock
  
  760990-08-7
References
- Ishikawa, Shunpei; Manabe, Kei Chemical Communications, 2006 , # 24 p. 2589 - 2591

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.69
LogP 1.8305
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

760990-08-7 sigma760990-08-7 manufacturer760990-08-7 price760990-08-7 structure760990-08-7 SDSbuy 760990-08-7760990-08-7 supplier760990-08-7 uses760990-08-7 molecular weightprice of 760990-08-7760990-08-7 chemical name formula of 760990-08-7

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

CAS No. 760990-08-7

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